H2012

Hexanoyl coenzyme A trilithium salt hydrate

Name: Hexanoyl coenzyme A trilithium salt hydrate
Brand: SIGMA
Price: 278 USD
Availability: InStock

≥85%

Synonym(s):

Caproyl Coenzyme A trilithium salt

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About This Item

Empirical Formula (Hill Notation):

C₂₇H₄₃Li₃N₇O₁₇P₃S · xH₂O

CAS Number:

103476-19-3

Molecular Weight:

883.48 (anhydrous basis)

UNSPSC Code:

41106305

PubChem Substance ID:

24895496

NACRES:

NA.51

Assay:

≥85%

Key Documents

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Quality Level

200

assay

≥85%

storage temp.

−20°C

SMILES string

[Li+].[Li+].[Li+].O.CCCCCC(=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/C27H46N7O17P3S.3Li.H2O/c1-4-5-6-7-18(36)55-11-10-29-17(35)8-9-30-25(39)22(38)27(2,3)13-48-54(45,46)51-53(43,44)47-12-16-21(50-52(40,41)42)20(37)26(49-16)34-15-33-19-23(28)31-14-32-24(19)34;;;;/h14-16,20-22,26,37-38H,4-13H2,1-3H3,(H,29,35)(H,30,39)(H,43,44)(H,45,46)(H2,28,31,32)(H2,40,41,42);;;;1H2/q;3*+1;/p-3/t16-,20-,21-,22+,26-;;;;/m1..../s1

InChI key

YMMJFYLVSRICJX-ZTADYLHKSA-K

Related Categories

Biochemicals

Coenzymes

Proteins & Enzymes

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1 of 4

This Item	M1762	28007	A5837
Sigma-Aldrich H2012 Hexanoyl coenzyme A trilithium salt hydrate	Sigma-Aldrich M1762 Methylmalonyl coenzyme A tetralithium salt hydrate	Sigma-Aldrich 28007 Crotonoyl coenzyme A trilithium salt	Sigma-Aldrich A5837 Arachidonoyl coenzyme A lithium salt
assay ≥85%	assay ≥90% (HPLC)	assay ~90% (HPLC)	assay ≥85%
Quality Level 200	Quality Level 200	Quality Level 100	Quality Level 200
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C

Application

Hexanoyl coenzyme A trilithium salt hydrate may be used as a standard for liquid chromatography-tandem mass spectrometry (LC-MS/MS).

Biochem/physiol Actions

Coenzyme A functions as an acyl group carrier, acetyl-CoA. Hexanoyl CoA is involved in fatty acid oxidation, lipid biosynthesis, and ceramide formation. Ghrelin O-acyltransferase (GOAT) has a preference for n-hexanoyl-CoA over n-octanoyl-CoA as an acyl donor. Hexanoyl CoA is also used as a starter unit for polyketide biosynthesis.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Alteration of reaction and substrate specificity of a bacterial type III polyketide synthase by site-directed mutagenesis.

Nobutaka Funa et al.

The Biochemical journal, 367(Pt 3), 781-789 (2002-07-26)

RppA, which belongs to the type III polyketide synthase family, catalyses the synthesis of 1,3,6,8-tetrahydroxynaphthalene (THN), which is the key intermediate of melanin biosynthesis in the bacterium Streptomyces griseus. The reaction of THN synthesis catalysed by RppA is unique in

LC-MS/MS-based analysis of coenzyme A and short-chain acyl-coenzyme A thioesters

Neubauer S, et al.

Analytical and Bioanalytical Chemistry, 407(22), 6681-6688 (2015)

A novel approach to the characterization of substrate specificity in short/branched chain Acyl-CoA dehydrogenase.

Miao He et al.

The Journal of biological chemistry, 278(39), 37974-37986 (2003-07-12)

Rat and human short/branched chain acyl-CoA dehydrogenases exhibit key differences in substrate specificity despite an overall amino acid identity of 85% between them. Rat short/branched chain acyl-CoA dehydrogenases (SBCAD) are more active toward substrates with longer carbon side chains than

Ghrelin O-acyltransferase (GOAT) has a preference for n-hexanoyl-CoA over n-octanoyl-CoA as an acyl donor.

Hideko Ohgusu et al.

Biochemical and biophysical research communications, 386(1), 153-158 (2009-06-09)

Ghrelin is a peptide hormone in which serine 3 is modified by n-octanoic acid through GOAT (ghrelin O-acyltransferase). However, the enzymological properties of GOAT remain to be elucidated. We analyzed the in vitro activity of GOAT using the recombinant enzyme.

Structural and functional characterization of TesB from Yersinia pestis reveals a unique octameric arrangement of hotdog domains.

C M D Swarbrick et al.

Acta crystallographica. Section D, Biological crystallography, 71(Pt 4), 986-995 (2015-04-08)

Acyl-CoA thioesterases catalyse the hydrolysis of the thioester bonds present within a wide range of acyl-CoA substrates, releasing free CoASH and the corresponding fatty-acyl conjugate. The TesB-type thioesterases are members of the TE4 thioesterase family, one of 25 thioesterase enzyme

Global Trade Item Number

SKU	GTIN
H2012-5MG	04061833262245
H2012-10MG	04061833262238

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Hexanoyl coenzyme A trilithium salt hydrate