S6135

Sigma-Aldrich

Somatostatin 28

≥97% (HPLC)

Synonym(s):
Prosomatostatin
Empirical Formula (Hill Notation):
C137H207N41O39S3
CAS Number:
Molecular Weight:
3148.56
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

CSCCC(NC(=O)C(C)NC(=O)C1CCCN1C(=O)C(CC(N)=O)NC(=O)C(CO)NC(=O)C(CC(N)=O)NC(=O)C(C)NC(=O)C(N)CO)C(=O)NC(C)C(=O)N2CCCC2C(=O)NC(CCCNC(N)=N)C(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NC(CCCCN)C(=O)NC(C)C(=O)NCC(=O)NC3CSSCC(NC(=O)C(CO)NC(=O)C(NC(=O)C(Cc4ccccc4)NC(=O)C(NC(=O)C(CCCCN)NC(=O)C(Cc5c[nH]c6ccccc56)NC(=O)C(Cc7ccccc7)NC(=O)C(Cc8ccccc8)NC(=O)C(CC(N)=O)NC(=O)C(CCCCN)NC3=O)C(C)O)C(C)O)C(O)=O

InChI

1S/C137H207N41O39S3/c1-69(154-113(194)82(37-19-22-47-138)159-115(196)85(40-25-50-149-136(145)146)160-118(199)87(44-45-106(188)189)163-116(197)86(41-26-51-150-137(147)148)164-130(211)101-43-27-52-177(101)133(214)72(4)156-114(195)88(46-54-218-7)158-110(191)71(3)155-129(210)100-42-28-53-178(100)134(215)95(61-104(144)186)171-126(207)96(65-180)172-124(205)93(59-102(142)184)165-111(192)70(2)153-112(193)80(141)64-179)109(190)152-63-105(187)157-98-67-219-220-68-99(135(216)217)174-127(208)97(66-181)173-132(213)108(74(6)183)176-125(206)91(57-77-33-15-10-16-34-77)170-131(212)107(73(5)182)175-119(200)84(39-21-24-49-140)161-122(203)92(58-78-62-151-81-36-18-17-35-79(78)81)168-121(202)90(56-76-31-13-9-14-32-76)166-120(201)89(55-75-29-11-8-12-30-75)167-123(204)94(60-103(143)185)169-117(198)83(162-128(98)209)38-20-23-48-139/h8-18,29-36,62,69-74,80,82-101,107-108,151,179-183H,19-28,37-61,63-68,138-141H2,1-7H3,(H2,142,184)(H2,143,185)(H2,144,186)(H,152,190)(H,153,193)(H,154,194)(H,155,210)(H,156,195)(H,157,187)(H,158,191)(H,159,196)(H,160,199)(H,161,203)(H,162,209)(H,163,197)(H,164,211)(H,165,192)(H,166,201)(H,167,204)(H,168,202)(H,169,198)(H,170,212)(H,171,207)(H,172,205)(H,173,213)(H,174,208)(H,175,200)(H,176,206)(H,188,189)(H,216,217)(H4,145,146,149)(H4,147,148,150)

InChI key

GGYTXJNZMFRSLX-UHFFFAOYSA-N

Gene Information

human ... SST(6750)

Amino Acid Sequence

Ser-Ala-Asn-Ser-Asn-Pro-Ala-Met-Ala-Pro-Arg-Glu-Arg-Lys-Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys [Disulfide Bridge: 17-28]

General description

The SST gene is mapped to human chromosome 3q27.3. Both SST-14 and SST-28 are cyclic peptide.
The somatostatin gene codes for a peptide hormone containing 14 and 28 amino acid moieties. SST-14 is highly expressed in the central nervous system and peripheral organs. SST-28 is mainly expressed in enteroendocrine cells of the intestine.

Application

Somatostatin 28 has been used to study the effects of somatostatin in regulating hepatic growth hormone sensitivity. It has also been used to study its effects on insulin-like growth factor-I receptor expression in the gills of Oncorhynchus mykiss (a teleost fish).
Somatostatin 28 has been used to assess the effects of somatostatinon GH (growth hormone)-stimulated IGF-I (insulin-like growth factor-I) expression.

Biochem/physiol Actions

Somatostatin plays an important role in regulating the metabolism of other hormones such as growth hormone, insulin, IGF-1 (insulin-like growth factor 1), glucagon, glucagon-like peptide and gastrin. Somatostatin has both regulatory and inhibitory functions. It retards gastrointestinal motility and gallbladder contraction, suppresses gut exocrine secretion and reduces epithelial proliferation. Somatostatin is associated with intestinal nutrient absorption and blood flow regulation. This peptide hormone is believed to inhibit cell proliferation and promote apoptosis. Somatostatin acts as a neurotransmitter and neuromodulator, and is also associated in maintaining water balance.
Somatostatin action is delivered with help of five different receptor subtypes (sst1 to sst5).

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Somatostatin inhibits insulin-like growth factor-I receptor expression in the gill of a teleost fish (Oncorhynchus mykiss)
Nicole M
Febs Letters (2007)
Somatostatin inhibits basal and growth hormone-stimulated hepatic insulin-like growth factor-I production
Very NM, et al.
Molecular and Cellular Endocrinology, 281(1-2), 19-26 (2008)
Handbook of Biologically Active Peptides, 1320-1320 (2013)
C Chisholm et al.
American journal of physiology. Gastrointestinal and liver physiology, 279(5), G983-G989 (2000-10-29)
Somatostatin-14 (S-14) and somatostatin-28 (S-28) bind to five distinct membrane receptors (SSTRs), but S-28 has higher affinity for SSTR-5. Whether S-28 acting through SSTR-5 regulates inhibition of peptide YY (PYY) secretion was tested in fetal rat intestinal cell cultures. S-28...
Somatostatin regulates hepatic growth hormone sensitivity by internalizing growth hormone receptors (GHR) and by decreasing transcription of GHR mRNAs
Very NM and Sheridan MA
American Journal of Physiology. Regulatory, Integrative and Comparative Physiology (2007)

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