Calcitonin gene-related peptide

Calcitonin gene-related peptide (CGRP): Functioning as a multifaceted neuropeptide, this product elegantly orchestrates diverse and intricate physiological processes. Manifesting its prowess as a formidable vasodilator, CGRP masterfully modulates the intricate intricacies of blood flow within bodily tissues. Additionally, being culpable in the perplexing pathophysiology of migraine, this captivating peptide tantalizes researchers as a potential therapeutic intervention for alleviating the vexing manifestations of acute attacks.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Calcitonin gene-related peptide(CAS 83652-28-2)

CAT No: R2061

CAS No:83652-28-2

Synonyms/Alias:Procalcitonin;56645-65-9;83652-28-2;Calcitonin, pro-;UNII-JHB2QIZ69Z;CALCA protein, human;CALC1 protein, human;CGRP1 protein, human;UNII-SV1QL0ZSJ9;JHB2QIZ69Z;SV1QL0ZSJ9;DA-71873;

Chemical Name:(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-4-amino-2-[[(2S,3R)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-4-amino-2-[[(2S)-4-amino-2-[[(2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[(2S)-2-[[(4R,7S,10S,13S,16S,19R)-19-[[(2S)-2-aminopropanoyl]amino]-16-(carboxymethyl)-7,13-bis[(1R)-1-hydroxyethyl]-10-methyl-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]amino]-3-methylbutanoyl]amino]-3-hydroxybutanoyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-5-carbamimidamidopentanoyl]amino]-4-methylpentanoyl]amino]propanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxypropanoyl]amino]-5-carbamimidamidopentanoyl]amino]-3-hydroxypropanoyl]amino]acetyl]amino]acetyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]hexanoyl]amino]-4-oxobutanoyl]amino]-4-oxobutanoyl]amino]-3-phenylpropanoyl]amino]-3-methylbutanoyl]pyrrolidine-2-carbonyl]amino]-3-hydroxybutanoyl]amino]-4-oxobutanoyl]amino]-3-methylbutanoyl]amino]acetyl]amino]-3-hydroxypropanoyl]amino]hexanoyl]amino]propanoyl]amino]-3-phenylpropanoic acid

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cGMP Peptide
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M.F/Formula
C163H266N50O50S2
M.W/Mr.
3790.3
Sequence
One Letter Code:ACDTATCVTHRLAGLLSRSGGVVKNNFVPTNVGSKAF
Three Letter Code:H-Ala-Cys(1)-Asp-Thr-Ala-Thr-Cys(1)-Val-Thr-His-Arg-Leu-Ala-Gly-Leu-Leu-Ser-Arg-Ser-Gly-Gly-Val-Val-Lys-Asn-Asn-Phe-Val-Pro-Thr-Asn-Val-Gly-Ser-Lys-Ala-Phe-OH
Appearance
Solid
Activity
Antibacterial, Antifungal

Calcitonin gene-related peptide is a neuropeptide belonging to the calcitonin family, characterized by its 37-amino acid sequence and widespread presence in both the central and peripheral nervous systems. As a potent vasodilator and neurotransmitter, it plays a pivotal role in modulating vascular tone, pain transmission, and neurogenic inflammation. Its diverse physiological functions and involvement in various signaling pathways make it a valuable tool for researchers investigating neurobiology, vascular biology, and peptide-receptor interactions. The biochemical properties of this peptide, including its receptor specificity and ability to modulate cellular responses, have established it as a key molecule in fundamental and applied research settings.

Neurobiology research: In the field of neurobiology, calcitonin gene-related peptide is extensively used to elucidate mechanisms underlying pain perception, synaptic plasticity, and neurogenic inflammation. By studying its release, receptor activation, and downstream signaling, investigators gain insight into how sensory neurons communicate with target tissues. The peptide's involvement in nociceptive pathways has made it indispensable for exploring neuronal excitability, neurotransmitter release, and the modulation of pain signals at both peripheral and central levels.

Vascular biology studies: As a well-characterized vasodilator, this peptide is frequently employed to investigate the regulation of vascular tone and endothelial function. Researchers utilize it in ex vivo and in vitro models to assess its effects on blood vessel relaxation, smooth muscle cell signaling, and the interplay between neuronal and vascular systems. Its ability to induce vasodilation through cyclic AMP-mediated pathways provides a model for understanding the physiological and pathophysiological regulation of blood flow in various tissues.

Receptor pharmacology: The peptide serves as a model ligand for the study of G protein-coupled receptors, particularly the calcitonin receptor-like receptor (CLR) in complex with receptor activity-modifying proteins (RAMPs). By probing receptor binding, signaling cascades, and desensitization processes, scientists can dissect the molecular determinants of ligand-receptor specificity and downstream effects. This knowledge is critical for the development of receptor antagonists, agonists, and modulators in basic and translational research.

Peptide structure-function analysis: Calcitonin gene-related peptide is a valuable substrate for peptide chemistry and structure-function studies. Researchers employ it to map functional domains, investigate post-translational modifications, and engineer analogs with altered biological activity. These approaches enable the dissection of key residues responsible for receptor interaction, stability, and bioactivity, advancing the design of novel peptides with tailored properties for research applications.

Analytical method development: The peptide is utilized as a reference standard and calibration material in analytical techniques such as high-performance liquid chromatography (HPLC), mass spectrometry, and immunoassays. Its well-defined sequence and biological relevance make it suitable for assay validation, quantification studies, and the development of sensitive detection platforms for neuropeptides. Accurate measurement of calcitonin gene-related peptide levels is essential for studies involving peptide release, degradation, and tissue distribution, supporting a range of biochemical and pharmacological investigations.

Host Chemicals
Homo sapiens
Length
37
InChI
InChI=1S/C163H266N50O50S2/c1-73(2)52-96(185-116(225)65-178-130(231)82(18)182-138(239)97(53-74(3)4)191-136(237)94(44-35-49-175-162(170)171)187-141(242)100(57-91-62-174-72-181-91)197-158(259)128(88(24)220)212-155(256)123(79(13)14)206-150(251)110-71-265-264-70-109(202-129(230)81(17)166)149(250)196-104(61-119(228)229)146(247)210-125(85(21)217)156(257)184-84(20)132(233)209-126(86(22)218)159(260)203-110)139(240)192-98(54-75(5)6)140(241)201-108(69-216)148(249)189-95(45-36-50-176-163(172)173)137(238)200-106(67-214)133(234)179-63-115(224)177-64-118(227)204-121(77(9)10)154(255)207-122(78(11)12)153(254)190-93(43-32-34-48-165)135(236)194-101(58-112(167)221)143(244)195-102(59-113(168)222)142(243)193-99(55-89-38-27-25-28-39-89)144(245)208-124(80(15)16)160(261)213-51-37-46-111(213)151(252)211-127(87(23)219)157(258)198-103(60-114(169)223)145(246)205-120(76(7)8)152(253)180-66-117(226)186-107(68-215)147(248)188-92(42-31-33-47-164)134(235)183-83(19)131(232)199-105(161(262)263)56-90-40-29-26-30-41-90/h25-30,38-41,62,72-88,92-111,120-128,214-220H,31-37,42-61,63-71,164-166H2,1-24H3,(H2,167,221)(H2,168,222)(H2,169,223)(H,174,181)(H,177,224)(H,178,231)(H,179,234)(H,180,253)(H,182,239)(H,183,235)(H,184,257)(H,185,225)(H,186,226)(H,187,242)(H,188,248)(H,189,249)(H,190,254)(H,191,237)(H,192,240)(H,193,243)(H,194,236)(H,195,244)(H,196,250)(H,197,259)(H,198,258)(H,199,232)(H,200,238)(H,201,241)(H,202,230)(H,203,260)(H,204,227)(H,205,246)(H,206,251)(H,207,255)(H,208,245)(H,209,233)(H,210,247)(H,211,252)(H,212,256)(H,228,229)(H,262,263)(H4,170,171,175)(H4,172,173,176)/t81-,82-,83-,84-,85+,86+,87+,88+,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,120-,121-,122-,123-,124-,125-,126-,127-,128-/m0/s1
InChI Key
PBGNJGVTFINXOG-XJVRLEFXSA-N
Canonical SMILES
CC1C(=O)NC(C(=O)NC(CSSCC(C(=O)NC(C(=O)NC(C(=O)N1)C(C)O)CC(=O)O)NC(=O)C(C)N)C(=O)NC(C(C)C)C(=O)NC(C(C)O)C(=O)NC(CC2=CN=CN2)C(=O)NC(CCCNC(=N)N)C(=O)NC(CC(C)C)C(=O)NC(C)C(=O)NCC(=O)NC(CC(C)C)C(=O)NC(CC(C)C)C(=O)NC(CO)C(=O)NC(CCCNC(=N)N)C(=O)NC(CO)C(=O)NCC(=O)NCC(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(CCCCN)C(=O)NC(CC(=O)N)C(=O)NC(CC(=O)N)C(=O)NC(CC3=CC=CC=C3)C(=O)NC(C(C)C)C(=O)N4CCCC4C(=O)NC(C(C)O)C(=O)NC(CC(=O)N)C(=O)NC(C(C)C)C(=O)NCC(=O)NC(CO)C(=O)NC(CCCCN)C(=O)NC(C)C(=O)NC(CC5=CC=CC=C5)C(=O)O)C(C)O
Isomeric SMILES
C[C@H]1C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)[C@@H](C)O)CC(=O)O)NC(=O)[C@H](C)N)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC2=CN=CN2)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CO)C(=O)NCC(=O)NCC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N[C@@H](C(C)C)C(=O)N4CCC[C@H]4C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CC5=CC=CC=C5)C(=O)O)[C@@H](C)O

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