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Documentos Principais

O6877

Sigma-Aldrich

Octanoyl coenzyme A lithium salt hydrate

≥95% (HPLC)

Sinônimo(s):

Capryloyl coenzyme A lithium salt hydrate

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About This Item

Fórmula empírica (Notação de Hill):
C29H50N7O17P3S · xLi+ · yH2O
Número CAS:
Peso molecular:
893.73 (free acid basis)
Código UNSPSC:
41106305
ID de substância PubChem:
NACRES:
NA.51

fonte biológica

synthetic (organic)

Nível de qualidade

Ensaio

≥95% (HPLC)

forma

powder

solubilidade

H2O: soluble-25 mg/mL, clear, colorless

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

[Li+].[Li+].[Li+].O.CCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP([O-])(=O)OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)([O-])=O)n2cnc3c(N)ncnc23

InChI

1S/C29H50N7O17P3S.3Li.H2O/c1-4-5-6-7-8-9-20(38)57-13-12-31-19(37)10-11-32-27(41)24(40)29(2,3)15-50-56(47,48)53-55(45,46)49-14-18-23(52-54(42,43)44)22(39)28(51-18)36-17-35-21-25(30)33-16-34-26(21)36;;;;/h16-18,22-24,28,39-40H,4-15H2,1-3H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44);;;;1H2/q;3*+1;/p-3/t18-,22-,23-,24+,28-;;;;/m1..../s1

chave InChI

VWXPWBSHKDXAFH-SMMZWZJBSA-K

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Aplicação

Coenzyme A functions as an acyl group carrier, acetyl-CoA. Octanoyl coenzyme A is a donor molecule for the acylation (octanylation) of Ghrelin and other peptides by ghrelin O-acyltransferase(s) (GOAT).

Ações bioquímicas/fisiológicas

Medium-chain fatty acid covalently linked to coenzyme A.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


Certificados de análise (COA)

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The expression of ghrelin O-acyltransferase (GOAT) in human tissues.
Lim CT, Kola B, Grossman A, Korbonits M.
Endocrine J., 58, 707-710 (2011)
Amparo Romero et al.
European journal of endocrinology, 163(1), 1-8 (2010-04-28)
The ghrelin-ghrelin receptor system is one of the most important mechanisms regulating energy balance and metabolism. Among other actions, central and peripheral administration of ghrelin increases food intake and adiposity. During the last years, many efforts have been made in
Jing Yang et al.
Cell, 132(3), 387-396 (2008-02-13)
Ghrelin is a 28 amino acid, appetite-stimulating peptide hormone secreted by the food-deprived stomach. Serine-3 of ghrelin is acylated with an eight-carbon fatty acid, octanoate, which is required for its endocrine actions. Here, we identify GOAT (Ghrelin O-Acyltransferase), a polytopic
Jesus A Gutierrez et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(17), 6320-6325 (2008-04-30)
The peptide hormone ghrelin is the only known protein modified with an O-linked octanoyl side group, which occurs on its third serine residue. This modification is crucial for ghrelin's physiological effects including regulation of feeding, adiposity, and insulin secretion. Despite
Tomoko Takahashi et al.
Journal of biochemistry, 146(5), 675-682 (2009-07-25)
Ghrelin was originally isolated from rat stomach as an endogenous ligand for the GH secretagogue receptor. The major active form of ghrelin is a 28-amino acid peptide modified by an n-octanoic acid on the serine 3 residue, and this lipid

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