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Key Documents

C2806

Sigma-Aldrich

Calcitonin Gene Related Peptide Fragment 8-37 human

≥97% (HPLC), powder

Synonym(s):

α-CGRP 8-37, FBHuman

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About This Item

Empirical Formula (Hill Notation):
C139H230N44O38
CAS Number:
Molecular Weight:
3125.59
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥97% (HPLC)

form

powder

composition

Peptide content, ~70%

UniProt accession no.

storage temp.

−20°C

SMILES string

CC(C)C[C@H](NC(=O)CNC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H](NC(=O)[C@@H](N)C(C)C)[C@@H](C)O)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(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](C(C)C)C(=O)N3CCC[C@H]3C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(N)=O)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](Cc4ccccc4)C(N)=O

InChI

1S/C139H230N44O38/c1-66(2)48-86(161-102(193)60-155-113(197)74(17)159-120(204)87(49-67(3)4)168-118(202)83(40-31-45-152-138(147)148)163-123(207)90(53-80-57-151-65-158-80)173-136(220)111(77(20)188)182-131(215)105(145)69(7)8)121(205)169-88(50-68(5)6)122(206)176-96(64-186)129(213)165-84(41-32-46-153-139(149)150)119(203)175-94(62-184)115(199)156-58-101(192)154-59-104(195)177-107(71(11)12)134(218)179-108(72(13)14)133(217)166-82(39-28-30-44-141)117(201)171-91(54-98(142)189)125(209)172-92(55-99(143)190)124(208)170-89(52-79-36-25-22-26-37-79)126(210)180-109(73(15)16)137(221)183-47-33-42-97(183)130(214)181-110(76(19)187)135(219)174-93(56-100(144)191)127(211)178-106(70(9)10)132(216)157-61-103(194)162-95(63-185)128(212)164-81(38-27-29-43-140)116(200)160-75(18)114(198)167-85(112(146)196)51-78-34-23-21-24-35-78/h21-26,34-37,57,65-77,81-97,105-111,184-188H,27-33,38-56,58-64,140-141,145H2,1-20H3,(H2,142,189)(H2,143,190)(H2,144,191)(H2,146,196)(H,151,158)(H,154,192)(H,155,197)(H,156,199)(H,157,216)(H,159,204)(H,160,200)(H,161,193)(H,162,194)(H,163,207)(H,164,212)(H,165,213)(H,166,217)(H,167,198)(H,168,202)(H,169,205)(H,170,208)(H,171,201)(H,172,209)(H,173,220)(H,174,219)(H,175,203)(H,176,206)(H,177,195)(H,178,211)(H,179,218)(H,180,210)(H,181,214)(H,182,215)(H4,147,148,152)(H4,149,150,153)/t74-,75-,76+,77+,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,105-,106-,107-,108-,109-,110-,111-/m0/s1

InChI key

NDACAFBDTQIYCQ-YVQXRMNASA-N

Gene Information

human ... CALCA(796)

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Amino Acid Sequence

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-NH2

General description

Calcitonin-related peptide α (CALCA) is a 37-amino-acid vasoactive neuropeptide. It is scattered in the central and peripheral nervous systems. The calcitonin/calcitonin gene-related peptide gene complex codes for a small family of peptides: calcitonin, katacalcin and CALCA. This vasodilator is potent than other vasodilators, such as adenosine, substance P or acetylcholine. CALCA gene is located on human chromosome 11p15.2-p15.1. Procalcitonin (PCT) is a calcitonin (CT) precursor.

Application

Calcitonin Gene Related Peptide Fragment 8-37 human has been used in the administration of drugs. It has been used to test the hypothesis that calcitonin gene‐related peptide (CGRP) plays a role in the fetal cardiovascular and metabolic defense responses to acute hypoxaemia by affecting sympathetic outflow.

Biochem/physiol Actions

Selective competitive antagonist at CGRP receptors, but not at calcitonin receptors.
Calcitonin gene-related peptide (CALCA) serves as a proangiogenic growth factor in the development of human placenta. Mutations of CALCA gene is associated with Parkinson′s disease, ovarian cancer and essential hypertension. CALCA induce vascular endothelial cell proliferation, migration and capillary-like tube formation.

Other Notes

Lyophilized from 0.1% TFA in H2O

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Regulation of pulpal microcirculation by calcitonin gene-related peptide
Kim S K, et al.
The Journal of Korean Academy of Prosthodontics, 30(6), 470-476 (2005)
K J Escott et al.
British journal of pharmacology, 110(2), 772-776 (1993-10-01)
1. The effect of the calcitonin gene-related peptide antagonist (CGRP8-37, 400 nmol kg-1, i.v.) on the increased blood flow induced by calcitonin gene related peptide (CGRP), vasodilator prostaglandins, and topical capsaicin was measured with a laser Doppler blood flow meter
Andressa Perin-Martins et al.
Journal of the peripheral nervous system : JPNS, 18(1), 62-74 (2013-03-26)
The aim of this study was to investigate the mechanisms that contribute to hyperalgesia and edema induced by TRPA1 activation. The injection of allyl isothiocyanate (AITC, 50, 100, or 300 µg/paw) into the rat's hind paw induced dose and time-dependent hyperalgesia
Calcitonin gene-related peptide (CALCA) is a proangiogenic growth factor in the human placental development
Dong Y L, et al.
Biology of Reproduction, 76(5), 892-899 (2007)
Phillip Edward Kunkler et al.
Pain, 152(1), 38-44 (2010-11-16)
The TRPA1 receptor is a member of the transient receptor potential (TRP) family of ion channels expressed in nociceptive neurons. TRPA1 receptors are targeted by pungent compounds from mustard and garlic and environmental irritants such as formaldehyde and acrolein. Ingestion

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