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V3628

Sigma-Aldrich

Vasoactive Intestinal Peptide human, porcine, rat

≥95% (HPLC), powder

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Synonym(s):
VIP
Empirical Formula (Hill Notation):
C147H238N44O42S
CAS Number:
40077-57-4
Molecular Weight:
3325.80
MDL number:
MFCD00167535
UNSPSC Code:
12352200
PubChem Substance ID:
24900742
NACRES:
NA.32

Quality Level

200

Assay

≥95% (HPLC)

form

powder

solubility

1% acetic acid: 0.1%, clear, colorless

UniProt accession no.

P01282

storage temp.

−20°C

SMILES string

CC[C@H](C)[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CCSC)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H](NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(O)=O)NC(=O)[C@@H](NC(=O)[C@H](Cc3ccccc3)NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](N)Cc4c[nH]cn4)C(C)C)[C@@H](C)O)[C@@H](C)O)C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(N)=O)C(N)=O

InChI

1S/C147H238N44O42S/c1-18-75(12)115(143(231)182-97(56-72(6)7)131(219)174-94(118(156)206)61-108(153)199)189-140(228)106(68-193)186-135(223)102(63-110(155)201)179-132(220)96(55-71(4)5)176-133(221)98(58-81-37-41-84(196)42-38-81)177-126(214)88(33-23-26-49-149)168-124(212)89(34-24-27-50-150)172-141(229)113(73(8)9)187-119(207)76(13)165-122(210)93(47-53-234-17)171-128(216)92(45-46-107(152)198)170-123(211)87(32-22-25-48-148)167-125(213)90(35-28-51-162-146(157)158)169-130(218)95(54-70(2)3)175-127(215)91(36-29-52-163-147(159)160)173-144(232)116(78(15)194)190-137(225)99(59-82-39-43-85(197)44-40-82)178-134(222)101(62-109(154)200)180-136(224)104(65-112(204)205)184-145(233)117(79(16)195)191-138(226)100(57-80-30-20-19-21-31-80)183-142(230)114(74(10)11)188-120(208)77(14)166-129(217)103(64-111(202)203)181-139(227)105(67-192)185-121(209)86(151)60-83-66-161-69-164-83/h19-21,30-31,37-44,66,69-79,86-106,113-117,192-197H,18,22-29,32-36,45-65,67-68,148-151H2,1-17H3,(H2,152,198)(H2,153,199)(H2,154,200)(H2,155,201)(H2,156,206)(H,161,164)(H,165,210)(H,166,217)(H,167,213)(H,168,212)(H,169,218)(H,170,211)(H,171,216)(H,172,229)(H,173,232)(H,174,219)(H,175,215)(H,176,221)(H,177,214)(H,178,222)(H,179,220)(H,180,224)(H,181,227)(H,182,231)(H,183,230)(H,184,233)(H,185,209)(H,186,223)(H,187,207)(H,188,208)(H,189,228)(H,190,225)(H,191,226)(H,202,203)(H,204,205)(H4,157,158,162)(H4,159,160,163)/t75-,76-,77-,78+,79+,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,113-,114-,115-,116-,117-/m0/s1

InChI key

HEOYHMUESMJFDC-RIWXPGAOSA-N

Gene Information

human ... VIP(7432)

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Amino Acid Sequence

His-Ser-Asp-Ala-Val-Phe-Thr-Asp-Asn-Tyr-Thr-Arg-Leu-Arg-Lys-Gln-Met-Ala-Val-Lys-Lys-Tyr-Leu-Asn-Ser-Ile-Leu-Asn-NH2

General description

The vasoactive intestinal peptide (VIP) gene is mapped to human chromosome 6q25.2. This gene encodes a neuropeptide containing 28-amino acid. Vip belongs to the glucagon/secretin superfamily and is conserved along evolution. It is predominantly localized to the central and peripheral nervous systems.

Application

Vasoactive Intestinal Peptide human, porcine, rat has been used as an immunogen to analyze the immunohistochemical reactions. It has also been used in cell migration assay.
Vasoactive Intestinal Peptide human, porcine, rat was used as an antigen utilized in absorption purpose for systematic study of nervous system of the chicken proventriculus by using immunohistochemistry and electron microscopy.

Biochem/physiol Actions

Neuropeptide that is widely distributed in the central and peripheral nervous systems. It is a vasodilator, bronchodilator and smooth muscle relaxant. It modulates the activity of many immune system cell types. It is a mitogen for embryonic sympathetic neurons. Its neuroprotective actions are mediated by the release of activity-dependent neurotrophic factors from glial cells.
VIP (Vasoactive intestinal peptide) possesses anti-inflammatory and immunomodulatory functions. It controls the pathogenesis of rheumatoid arthritis. It is also involved in neuroblastoma differentiation, and pancreatic insulin secretion. Vip exhibits its function through G-protein coupled receptors. Some of the other important actions of VIP is associated with the digestive, respiratory, cardiovascular and reproductive systems.
Vasoactive Intestinal Peptide human, porcine, rat is a neuropeptide synthesize in the central nervous system, which enhances the formation of adenosine 3′,5′-cyclic monophosphate in cerebral cortex and hypothalamus of chick and rat. VIP also modulates the cholinergic as well as serotonergic neurotransmitter systems.

Preparation Note

Vasoactive Intestinal Peptide human, porcine, rat dissolves in water at 0.1% in 1% acetic acid to yield a clear, colorless solution.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

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A Martínez et al.
The Histochemical journal, 32(1), 63-70 (2000-05-11)
The proventriculus constitutes the glandular region of the chicken stomach. This organ is innervated by two parasympathetic networks, the myenteric and submucous plexus, and here we present a systematic study of this system by immunohistochemistry and electron microscopy. All the
Neural correlates of migration: activation of hypothalamic clock (s) in and out of migratory state in the blackheaded bunting (Emberiza melanocephala)
Rastogi A, et al.
PLoS ONE, 8(10), e70065-e70065 (2013)
Structural difference of vasoactive intestinal peptide in two distinct membrane-mimicking environments
Umetsu Y, et al.
Biochimica et Biophysica Acta (BBA)-Proteins and Proteomics, 1814(5), 724-730 (2011)
Pharmacology and functions of receptors for vasoactive intestinal peptide and pituitary adenylate cyclase-activating polypeptide: IUPHAR Review 1
Harmar AJ, et al.
British Journal of Pharmacology, 166(1), 4-17 (2012)
Nobuyuki Hinata et al.
The Journal of urology, 193(3), 1052-1059 (2014-09-23)
We identified the cavernous nerve mesh that exists caudal or posterior to the periprostatic region between the bilateral slings of the levator ani. We also assessed whether nonnerve sparing radical prostatectomy could be modified. Using histological sections from 24 elderly
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