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Peptide



 
 
Peptides (from the Greek
Greek language

Greek is an Indo-European languages native to the southern Balkan peninsula, the language of the Greek people. It forms an independent branch within Indo-European....
 pept?d?a, "small digestibles") are short polymer
Polymer

A polymer is a large molecule composed of repeating structural units typically connected by covalent chemical bonds. While polymer in popular usage suggests plastic, the term actually refers to a large class of natural and synthetic materials with a variety of properties....
s formed from the linking, in a defined order, of a-amino acid
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
s. The link between one amino acid residue and the next is known as an amide
Amide

In chemistry, an amide is one of three kinds of compounds:* the organic chemistry functional group characterized by a carbonyl group linked to a nitrogen atom , or a compound that contains this functional group ; or...
 bond
Chemical bond

A chemical bond is the physical process responsible for the attractive interactions between atoms and molecules, and that which confers stability to diatomic and polyatomic chemical compounds....
 or a peptide bond
Peptide bond

A peptide bond is a chemical bond formed between two molecules when the carboxyl group of one molecule reacts with the amine group of the other molecule, thereby releasing a molecule of water ....
.

Protein
Protein

Proteins are organic compounds made of amino acids arranged in a linear chain and joined together by peptide bonds between the carboxyl and amino groups of adjacent amino acid Residue ....
s are polypeptide molecule
Molecule

In chemistry, a molecule is defined as a sufficiently stable, electric charge neutral group of at least two atoms in a definite arrangement held together by very strong chemical bonds....
s (or consist of multiple polypeptide subunits). The distinction is that peptides are short and polypeptides/proteins are long. There are several different conventions to determine these, all of which have caveats and nuances.

convention is that those peptide chains that are short enough to be made synthetically from the constituent amino acid
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
s are called peptides rather than proteins.






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Peptides (from the Greek
Greek language

Greek is an Indo-European languages native to the southern Balkan peninsula, the language of the Greek people. It forms an independent branch within Indo-European....
 pept?d?a, "small digestibles") are short polymer
Polymer

A polymer is a large molecule composed of repeating structural units typically connected by covalent chemical bonds. While polymer in popular usage suggests plastic, the term actually refers to a large class of natural and synthetic materials with a variety of properties....
s formed from the linking, in a defined order, of a-amino acid
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
s. The link between one amino acid residue and the next is known as an amide
Amide

In chemistry, an amide is one of three kinds of compounds:* the organic chemistry functional group characterized by a carbonyl group linked to a nitrogen atom , or a compound that contains this functional group ; or...
 bond
Chemical bond

A chemical bond is the physical process responsible for the attractive interactions between atoms and molecules, and that which confers stability to diatomic and polyatomic chemical compounds....
 or a peptide bond
Peptide bond

A peptide bond is a chemical bond formed between two molecules when the carboxyl group of one molecule reacts with the amine group of the other molecule, thereby releasing a molecule of water ....
.

Protein
Protein

Proteins are organic compounds made of amino acids arranged in a linear chain and joined together by peptide bonds between the carboxyl and amino groups of adjacent amino acid Residue ....
s are polypeptide molecule
Molecule

In chemistry, a molecule is defined as a sufficiently stable, electric charge neutral group of at least two atoms in a definite arrangement held together by very strong chemical bonds....
s (or consist of multiple polypeptide subunits). The distinction is that peptides are short and polypeptides/proteins are long. There are several different conventions to determine these, all of which have caveats and nuances.

Conventions

One convention is that those peptide chains that are short enough to be made synthetically from the constituent amino acid
Amino acid

In chemistry, an amino acid is a molecule containing both amine and carboxyl functional groups. These molecules are particularly important in biochemistry, where this term refers to alpha-amino acids with the general formula H2NCHRCOOH, where R is an organic substituent....
s are called peptides rather than proteins. However, with the advent of better synthetic techniques, peptides as long as hundreds of amino acids can be made, including full proteins like ubiquitin
Ubiquitin

Ubiquitin is a highly-conserved regulatory protein that is :wiktionary:ubiquitous expressed in eukaryotes. Ubiquitination refers to the post-translational modification of a protein by the covalent attachment of one or more ubiquitin monomers....
. Native chemical ligation
Native chemical ligation

Native chemical ligation is the most widely used form of chemical ligation, a technique for constructing a large polypeptide from two or more unprotected peptides....
 has given access to even longer proteins, so this convention seems to be outdated.

Another convention places an informal dividing line at approximately 50 amino acids in length (some people claim shorter lengths). However, this definition is somewhat arbitrary. Long peptides, such as the amyloid beta peptide
Amyloid beta

Amyloid beta is a peptide of 39?43 amino acids that appear to be the main constituent of amyloid plaques in the brains of Alzheimer's disease patients....
 linked to Alzheimer's disease
Alzheimer's disease

Alzheimer's disease , also called Alzheimer disease, Senile Dementia of the Alzheimer Type or simply Alzheimer's, is the most common form of dementia....
, can be considered proteins; and small proteins, such as insulin
Insulin

Insulin is a hormone with extensive effects on both metabolism and several other body systems . Insulin causes most of the body's cells to take up glucose from the blood , storing it as glycogen in the liver and muscle, and stops use of fat as an energy source....
, can be considered peptides.

Peptide classes

Here are the major classes of peptides, according to how they are produced:

Ribosomal peptides : Are synthesized by translation of mRNA. They are often subjected to proteolysis
Proteolysis

Proteolysis is the directed degradation of proteins by cellular enzymes called proteases or by intramolecular digestion....
 to generate the mature form. These function, typically in higher organisms, as hormone
Hormone

Hormones are chemicals released by cells that affect cells in other parts of the body. Only a small amount of hormone is required to alter cell metabolism....
s and signaling molecules. Some organisms produce peptides as antibiotic
Antibiotic

In common usage, an antibiotic is a substance or compound that kills or inhibits the growth of bacteria. Antibiotics belong to the group of antimicrobial compounds used to treat infections caused by microorganisms, including fungus and protozoa....
s, such as microcins
Microcins

Microcins are very small bacteriocins, composed of a relatively few peptides. For this reason, they are distinct from their larger protein cousins. The classic example is microcin V, of E. coli....
. Since they are translated, the amino acid residues involved are restricted to those utilized by the ribosome. However, these peptides frequently have posttranslational modification
Posttranslational modification

Posttranslational modification is the chemistry modification of a protein after its translation . It is one of the later steps in protein biosynthesis for many proteins....
s, such as phosphorylation
Phosphorylation

Phosphorylation is the addition of a phosphate group to a protein or other organic molecule. Protein phosphorylation in particular plays a significant role in a wide range of cellular processes....
, hydroxylation
Hydroxylation

Hydroxylation is any chemistry process that introduces one or more hydroxyl groups into a compound thereby oxidation it. In biochemistry, hydroxylation reactions are often facilitated by enzymes called hydroxylases....
, sulfonation, palmitylation, glycosylation and disulfide formation. In general, they are linear, although lariat
Lariat

Lariat can refer to:*a Lasso*Professional wrestling attacks#Lariat*A genetic structure in Splicing *A semi-luxury trim package for the Ford F-series....
 structures have been observed. More exotic manipulations do occur, such as racemization of L-amino acids to D-amino acids in platypus
Platypus

The Platypus is a semi-aquatic mammal Endemic to Eastern states of Australia, including Tasmania. Together with the four species of echidna, it is one of the five extant species of monotremes, the only mammals that lay Egg instead of giving birth to live young....
 venom
Venom

Venom is any of a variety of poisons used by certain types of animals. Generally, venom is injected by such means as a bite or a sting....
.

Nonribosomal peptide
Nonribosomal peptide

Nonribosomal peptides are a class of peptide secondary metabolites, usually produced by microorganisms like bacterium and fungi. Nonribosomal peptides are also found in higher organisms, such as nudibranchs, but are thought to be made by bacteria commensurism these organisms....
s : These peptides are assembled by enzyme
Enzyme

Enzymes are biomolecules that catalysis chemical reactions. Almost all enzymes are proteins. In enzymatic reactions, the molecules at the beginning of the process are called Substrate , and the enzyme converts them into different molecules, the products....
s that are specific to each peptide, rather than by the ribosome. The most common non-ribosomal peptide is glutathione
Glutathione

Glutathione is a tripeptide. It contains an unusual peptide linkage between the amino acid of cysteine and the carboxyl group of the glutamate side chain....
, which is a component of the antioxidant
Antioxidant

An antioxidant is a molecule capable of slowing or preventing the Redox of other molecules. Oxidation is a chemical reaction that transfers electrons from a substance to an oxidizing agent....
 defenses of most aerobic organisms. Other nonribosomal peptides are most common in unicellular organisms, plant
Plant

Plants are Life organisms belonging to the Kingdom Plantae. They include familiar organisms such as trees, herbs, bushes, grasses, vines, ferns, mosses, and green algae....
s, and fungi and are synthesized by modular
Modularity (biology)

Many organisms consist of modules, both anatomically and in their metabolism. Anatomical modules are usually segments or organs. When we look at illustrations of metabolic reactions, we find that they, too, are modular: we can clearly identify, for instance, the citric acid cycle as a complex network that has only a few interfaces with other...
 enzyme complexes called nonribosomal peptide synthetases. These complexes are often laid out in a similar fashion, and they can contain many different modules to perform a diverse set of chemical manipulations on the developing product. These peptides are often cyclic
Cyclic compound

In organic chemistry, a cyclic compound is a chemical compound in which a series of carbon atoms are connected to form a loop or ring. Benzene is a well known example....
 and can have highly-complex cyclic structures, although linear nonribosomal peptides are also common. Since the system is closely related to the machinery for building fatty acid
Fatty acid

In chemistry, especially biochemistry, a fatty acid is a carboxylic acid often with a long unbranched aliphatic tail , which is either saturation or Unsaturated compound....
s and polyketide
Polyketide

Polyketides are secondary metabolites from bacterium, fungi, plants, and animals. Polyketides are biosynthesis by the polymerization of acetyl and propionyl subunits in a similar process to fatty acid metabolism#Synthesis ....
s, hybrid compounds are often found. Oxazoles, thiazoles often indicate that the compound was synthesized in this fashion.

Peptones See also Tryptone
Tryptone

'Tryptone' is the assortment of peptides formed by the digestion of casein by the protease trypsin.Tryptone is commonly used in microbiology to produce Lysogeny broth for the growth of E....
Are derived from animal milk or meat digested by proteolytic digestion. In addition to containing small peptides, the resulting spray-dried material includes fats, metals, salts, vitamins and many other biological compounds. Peptone is used in nutrient media for growing bacteria and fungi.


Peptide Fragments : Refer to fragments of proteins that are used to identify or quantify the source protein. Often these are the products of enzymatic degradation performed in the laboratory on a controlled sample, but can also be forensic or paleontological samples which have been degraded by natural effects.

Peptides in molecular biology

Peptides have received prominence in molecular biology in recent times for several reasons. The first and most important is that peptides allow the creation of peptide antibodies in animals without the need to purify the protein
Protein

Proteins are organic compounds made of amino acids arranged in a linear chain and joined together by peptide bonds between the carboxyl and amino groups of adjacent amino acid Residue ....
 of interest. This involves synthesizing antigenic peptides of sections of the protein of interest. These will then be used to make antibodies in a rabbit or mouse against the protein.

Another reason is that peptides have become instrumental in mass spectrometry
Mass spectrometry

Mass spectrometry is an analytical technique for the determination of the elemental composition of a sample or molecule. It is also used for elucidating the chemical structures of molecules, such as peptides and other chemical compounds....
, allowing the identification of proteins of interest based on peptide masses and sequence. In this case the peptides are most often generated by in-gel digestion
In-gel digestion

The in-gel digestion is part of the sample preparation for the mass spectrometry identification of proteins in course of Proteomics. The method was introduced 1992 by Rosenfeld....
 after electrophoretic
Electrophoresis

Electrophoresis is the best-known electrokinetic phenomena. It was discovered by Reuss in 1807. He observed that clay particles dispersed in water migrate under influence of an applied electric field....
 separation of the proteins.

Peptides have recently been used in the study of protein structure
Protein structure

Proteins are an important class of biological macromolecules present in all biological organisms, made up of such chemical element as carbon,hydrogen, nitrogen, oxygen, and sulphur....
 and function. For example, synthetic peptides can be used as probes to see where protein-peptide interactions occur.

Inhibitory peptides are also used in clinical research to examine the effects of peptides on the inhibition of cancer proteins and other diseases.

Well-known peptide families in humans

The peptide families in this section are all ribosomal peptides, usually with hormonal activity. All of these peptides are synthesized by cells as longer "propeptides" or "proproteins" and truncated prior to exiting the cell. They are released into the bloodstream where they perform their signalling functions.

The Tachykinin peptides

  • Substance P
    Substance P

    In the field of neuroscience, substance P is a neuropeptide: an undecapeptide that functions as a neurotransmitter and as a neuromodulator which alters the excitability of the dorsal horn ganglion ....
  • Kassinin
    Kassinin

    Kassinin is a peptide derived from the Kassina frog....
  • Neurokinin A
    Neurokinin A

    Neurokinin A is a member of the tachykinin family of neuropeptide neurotransmitters. It is produced from the same preprotachykinin A gene as the neuropeptide substance P....
  • Eledoisin
    Eledoisin

    Eledoisin is an peptide of mollusk origin, it is a member of the tachykinin family of neuropeptides. It has a molecular formula of C54H85N13O15S and a molecular weight of 1188.4.1...
  • Neurokinin B
    Neurokinin B

    Neurokinin B is a tachykinin peptide.It is found in higher concentration in pregnant women suffering pre-eclampsia and can bind the immune-cloaking molecule phosphocholine....


Vasoactive intestinal peptides

  • VIP
    Vasoactive intestinal peptide

    Vasoactive intestinal peptide is a peptide hormone containing 28 amino acid residue s and is produced in many areas of the human body including the gut, pancreas and suprachiasmatic nuclei of the hypothalamus in the brain....
     (Vasoactive Intestinal Peptide; PHM27)
  • PACAP
    Pituitary adenylate cyclase activating peptide

    Adenylate cyclase activating polypeptide 1 , also known as ADCYAP1, is a human gene.Pituitary adenylate cyclase activating peptide is a peptide similar to vasoactive intestinal peptide....
     
    P
    ituitary Adenylate Cyclase Activating Peptide
  • Peptide PHI
    Peptide PHI

    Peptide PHI is a peptide which functions as a hormone.It plays a role in the regulation of prolactin in humans....
     27 (Peptide Histidine Isoleucine 27)
  • GHRH
    Growth hormone releasing hormone

    Growth-hormone-releasing hormone , also known as growth-hormone-releasing factor or somatocrinin, is a 44-amino acid peptide hormone produced in the arcuate nucleus of the hypothalamus....
     1-24
    (
    Growth Hormone Releasing Hormone 1-24)
  • Glucagon
    Glucagon

    Glucagon is an important hormone involved in carbohydrate metabolism. Produced by the pancreas, it is released when the glucose level in the blood is low , causing the liver to convert stored glycogen into glucose and release it into the bloodstream....
  • Secretin
    Secretin

    Secretin is a peptide hormone produced in the S cells of the duodenum in the crypts of Lieberk?hn. Its primary effect is to regulate the pH of the duodenal contents via the control of gastric acid secretion and buffering with bicarbonate....


Pancreatic polypeptide-related peptides

  • NPY
  • PYY
    Peptide YY

    Peptide YY is a short protein released by cells in the ileum and colon in response to feeding. In humans it appears to reduce appetite.It is also known as PYY, Peptide Tyrosine Tyrosine, or Pancreatic Peptide YY3-36....
     
    (
    Peptide YY)
  • APP (Avian Pancreatic Polypeptide)
  • PPY
    Pancreatic polypeptide

    Pancreatic polypeptide is a polypeptide secreted by PP cells in the endocrine pancreas predominantly in the head of the pancreas. It consists of 36 amino acids and has molecular weight about 4200 Dalton_%28unit%29....
     
    P
    ancreatic PolYpeptide


Opioid peptides

  • Proopiomelanocortin
    Proopiomelanocortin

    Pro-opiomelanocortin is a precursor polypeptide with 241 amino acid residues.This gene encodes a polypeptide hormone precursor that undergoes extensive, tissue-specific, post-translational processing via cleavage by subtilisin-like enzymes known as Proprotein convertase....
     (POMC) peptides
  • Enkephalin
    Enkephalin

    An enkephalin is a pentapeptide involved in regulating pain and nociception in the body. The enkephalins are termed endogenous ligands, or specifically endorphins, as they are internally derived and bind to the body's opioid receptors....
      pentapeptides
  • Prodynorphin
    Prodynorphin

    Prodynorphin is a opioid polypeptide hormone involved with chemical signal transduction and cell communication. The gene for prodynorphin is expressed in the endometrium and the striatum, and its gene map locus is 20pter-p12....
      peptides


Calcitonin peptides

  • Calcitonin
    Calcitonin

    Calcitonin is a 32-amino acid linear polypeptide hormone that is producedin humans primarily by the Parafollicular cell cells of the thyroid, and in many other animals in the ultimobranchial body....
  • Amylin
    Amylin

    Amylin, or Islet Amyloid Polypeptide , is a 37-residue peptide hormone secreted by pancreas beta cell at the same time as insulin . Islet, or insulinoma, amyloid polypeptide is commonly found in Islets of Langerhans of patients suffering diabetes mellitus type 2, or harboring an insulinoma....
  • AGG01
    AGG01

    AGG01 is the tentative name of a new peptide antibiotic discovered in the breast milk of the Tammar wallaby, reportedly one hundred times more powerful than penicillin....


Other peptides

  • B-type Natriuretic Peptide (BNP)
    Brain natriuretic peptide

    Brain natriuretic peptide , now known as B-type natriuretic peptide or GC-B, is a 32 amino acid polypeptide secreted by the Ventricle of the heart in response to excessive stretching of heart muscle cells ....
     - produced in myocardium & useful in medical diagnosis


See also

  • Peptidomimetic
    Peptidomimetic

    A peptidomimetic is a small protein-like chain designed to mimic a peptide. They typically arise from modification of an existing peptide in order to alter the molecule's properties....
    s (such as peptoid
    Peptoid

    Peptoids, or N-substituted glycines, are a specific subclass of peptidomimetics. They are closely related to their natural peptide counterparts, but differ chemically in that their side chains are appended to nitrogen atoms along the molecule's backbone, rather than to the a-carbons ....
    s and ß-peptide
    Beta-peptide

    ?-peptides consist of ? amino acids, which have their amino bonded to the ? carbon rather than the α carbon as in the 20 standard biological amino acids....
    s) to peptides, but with different properties.
  • bis-peptide
    Bis-peptide

    Bis-peptides are analogues of peptides, but consist of bis-amino acids, which bear two carboxyl groups and two amino groups. The connection of specific bis-amino acids leads to the formation of bis-peptides with well-defined molecular shape, which is of great interest for designing nano-structures....
  • Peptide synthesis
    Peptide synthesis

    In organic chemistry, peptide synthesis is the production of peptides, which are organic compounds in which multiple amino acids are linked via peptide bonds which are also known as amide bonds....
  • Translation
    Translation (genetics)

    Translation is the first stage of protein biosynthesis . Translation is the production of proteins by decoding mRNA produced in Transcription ....
  • Ribosome
    Ribosome

    Ribosomes are complexes of RNA and protein that are found in all cell s. Ribosomes from bacteria, archaea and eukaryotes, the three domains of life on Earth, have significantly different structure and RNA....
  • Argireline
    Argireline

    Argireline is the trade name for Acetyl Hexapeptide-3, a synthetic anti-aging cosmetic ingredient derived from natural proteins. It is a peptide; a chain made up of amino acids....