38916-34-6 Usage
Chemical Properties
White Powder
Uses
Different sources of media describe the Uses of 38916-34-6 differently. You can refer to the following data:
1. Growth hormone-release inhibiting factor; treatment of severe, acute hemorrhage of gastroduodenal ulcers; experimental antidiabetic
2. Growth hormone-release inhibiting factor; treatment of severe, acute hemorrhage of gastroduodenal ulcers; experimental antidiabetic.
Definition
ChEBI: A fourteen-membered heterodetic cyclic peptide comprising the sequence Ala-Gly-Cys-Lys-Asn-Phe-Phe-Trp-Lys-Thr-Phe-Thr-Ser-Cys cyclised by a disulfide bridge between the two Cys residues at positions 3 and 14.
Biological Functions
Somatostatin is a cyclic 14-peptide that was first isolated by Guillemin in 1973 and is probably
the most thoroughly investigated and most important of the inhibitory factors produced by the
hypothalamus. The principal activity of somatostatin, which is of hypothalamic origin,
is inhibition of the release of growth hormone (GH) from the anterior pituitary. Too much GH, as
in pituitary tumors, causes acromegaly, a form of giantism. On the other hand, too little GH
leads to dwarfism. Somatostatin also has been found in the pancreas and the GI tract, where it
inhibits the secretion of both insulin and glucagon from the pancreas as well as the secretion of
a variety of intestinal peptides (e.g., gastrin, secretin, pepsin, and renin). The short half-life of
somatostatin, which is less than 3 minutes, has precluded its use as a therapeutic agent. Many
derivatives of somatostatin have been prepared to increase its duration of action and/or to
enhance its selectivity of action. The culmination of these structure–activity studies was the
development of octreotide acetate.
General Description
Somatostatin (SST) is a peptide.
Biochem/physiol Actions
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.
Purification Methods
Somatostatin is a tetradecapeptide which is purified by gel filtration on Sephadex G-25, eluting with 2N AcOH, and then by liquid partition chromatography on Sephadex G-25 using n-BuOH/AcOH/H2O (4:1:5) and has RF = 0.4. It is a brain growth hormone releasing-inhibiting factor which has also been synthesised. [Burgus et al. Proc Natl Acad Sci USA 70 684 1973, Sorantakis & McKinley Biochem Biophys Res Commun 54 234 1973, Hartridt et al. Pharmazie 37 403 1982.]
Check Digit Verification of cas no
The CAS Registry Mumber 38916-34-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,9,1 and 6 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 38916-34:
(7*3)+(6*8)+(5*9)+(4*1)+(3*6)+(2*3)+(1*4)=146
146 % 10 = 6
So 38916-34-6 is a valid CAS Registry Number.
InChI:InChI=1/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)
38916-34-6Relevant articles and documents
Robust synthesis of C-terminal cysteine-containing peptide acids through a peptide hydrazide-based strategy
Zuo, Chao,Yan, Bing-Jia,Zhu, Han-Ying,Shi, Wei-Wei,Xi, Tong-Kuai,Shi, Jing,Fang, Ge-Min
, p. 5698 - 5702 (2019)
A new robust strategy was reported for the epimerization-free synthesis of C-terminal Cys-containing peptide acids through mercaptoethanol-mediated hydrolysis of peptide thioesters prepared in situ from peptide hydrazides. This simple-to-operate and highly efficient method avoids the use of derivatization reagents for resin modification, thus providing a practical avenue for the preparation of C-terminal Cys-containing peptide acids.
Construction of disulfide bonds in peptides via immobilized platinum(IV) complex oxidation
Sun, Jingjing,Zhang, Yamei,Huo, Shuying,Shen, Shigang
supporting information, (2019/12/24)
A novel TentaGel resin supported platinum(IV) complex named TentaGel-Pt(IV) was synthesized and characterized by SEM, XPS, ICP-MS and UV–vis spectrophotometry. The formation of intramolecular disulfides in eleven dithiol-containing peptides of variable lengths using TentaGel-Pt(IV) was investigated at room temperature. The disulfide-containing peptides were formed in excellent oxidation yields and were easily separated by filtration upon completion of the reaction. Excellent reusability of TentaGel-Pt(IV) was also achieved. The mechanism for construction of the disulfide bond in peptides via TentaGel-Pt(IV) oxidation was proposed.
Soluble-support-assisted electrochemical reactions: Application to anodic disulfide bond formation
Kitada, Shingo,Takahashi, Masahito,Yamaguchi, Yusuke,Okada, Yohei,Chiba, Kazuhiro
supporting information, p. 5960 - 5963 (2013/02/26)
A soluble-support-assisted technique was successfully applied to electrochemical reactions, leading to anodic disulfide bond formation. The support-bound peptide was soluble in electrolyte solution, allowing electron transfer at the surface of the electrodes. After completion of the reaction, the support-bound product was recovered as a precipitate by simple dilution of the reaction mixture with poor solvent.