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S9129

Sigma-Aldrich

Somatostatin

≥97% (HPLC), powder

Synonym(s):

Growth hormone release inhibiting factor, SRIF, Somatostatin-14, Somatotropin release inhibiting factor

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About This Item

Empirical Formula (Hill Notation):
C76H104N18O19S2
CAS Number:
Molecular Weight:
1637.88
Beilstein/REAXYS Number:
6436064
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥97% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

[H]N1[C@@H](Cc2ccccc2)C(=O)N[C@@H](Cc3ccccc3)C(=O)N[C@@H](Cc4c[nH]c5ccccc45)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](Cc6ccccc6)C(=O)N[C@@H]([C@@H](C)O)C(=O)NC(CO)C(=O)N[C@@H](CSSC[C@H](NC(=O)CNC(=O)[C@H](C)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C1=O)C(O)=O

InChI

1S/C76H104N18O19S2/c1-41(79)64(100)82-37-61(99)83-58-39-114-115-40-59(76(112)113)92-72(108)57(38-95)91-75(111)63(43(3)97)94-71(107)54(33-46-23-11-6-12-24-46)90-74(110)62(42(2)96)93-66(102)51(28-16-18-30-78)84-69(105)55(34-47-36-81-49-26-14-13-25-48(47)49)88-68(104)53(32-45-21-9-5-10-22-45)86-67(103)52(31-44-19-7-4-8-20-44)87-70(106)56(35-60(80)98)89-65(101)50(85-73(58)109)27-15-17-29-77/h4-14,19-26,36,41-43,50-59,62-63,81,95-97H,15-18,27-35,37-40,77-79H2,1-3H3,(H2,80,98)(H,82,100)(H,83,99)(H,84,105)(H,85,109)(H,86,103)(H,87,106)(H,88,104)(H,89,101)(H,90,110)(H,91,111)(H,92,108)(H,93,102)(H,94,107)(H,112,113)/t41-,42+,43+,50-,51-,52-,53-,54-,55-,56-,57?,58-,59-,62-,63-/m0/s1

InChI key

NHXLMOGPVYXJNR-FQSIDJEASA-N

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Amino Acid Sequence

Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys

General description

Somatostatin (SST) is a peptide.
Somatostatin is expressed in endocrine cells and nerve fibers of the gastrointestinal tract. It is also expressed in other tissues.

Application

Somatostatin has been used:
  • as a standard antigen to detect antibodies in an indirect enzyme-linked immunosorbent assay (ELISA) method
  • to study the effect of somatostatin on oxytocin release during pregnancy in rats
  • to test the specificity of the avidin-biotinylated horseradish peroxidase immunocytochemical procedure to visualize somatostatin-immunoreactive (SS-IR) neurons

Biochem/physiol Actions

Somatostatin (SST) performs several functions like anti-proliferation, pro-apoptosis and anti-migration. Somatostatin performs physiological activities with the help of various G protein-coupled receptor subtypes (SST receptor (SSTR)-1, SSTR2A, SSTR2B, and SSTR3-5).
Somatostatin regulates the secretion of hormones and bioactive peptides. It acts as an inhibitor in the digestive tract by inhibiting gastrin release. In the pancreatic islets, it inhibits glucagon and insulin release. Somatostatin and its synthetic analogs have been used in the treatment of neuroendocrine tumors.

Other Notes

Lyophilized from 0.1% TFA in H2O

related product

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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Long-term effects of somatostatin 14 on the pituitary-ovarian axis in rats.
NestoroviA?, et al.
General Physiology and Biophysics, 33, 157-168 (2014)
Physiological role of somatostatin in the digestive tract: gastric acid secretion, intestinal absorption, and motility.
Krejs GJ
Scandinavian Journal of Gastroenterology. Supplement, 119, 47-53 (1986)
Somatostatin inhibits insulin and glucagon secretion via two receptors subtypes: an in vitro study of pancreatic islets from somatostatin receptor 2 knockout mice.
Strowski MZ
Endocrinology, 141(1), 111-117 (2000)
No loss of somatostatin-immunoreactive neurons in the hippocampal dentate hilus of alcohol-withdrawal-kindled rats.
Ulrichsen J
Alcohol and Alcoholism (Oxford, Oxfordshire), 31(4), 411-419 (1996)
Does somatostatin have a role in the regulation of cortisol secretion in primary pigmented nodular adrenocortical disease (ppnad)? a clinical and in vitro investigation.
Bram Z
The Journal of Clinical Endocrinology and Metabolism, 99(5), E891-E901 (2014)

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