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G9510

Sigma-Aldrich

Glutaryl coenzyme A lithium salt

≥90%

Synonym(s):

Glutaryl CoA

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About This Item

Empirical Formula (Hill Notation):
C26H42N7O19P3S
CAS Number:
103192-48-9
Molecular Weight:
881.63
UNSPSC Code:
41106305
PubChem Substance ID:
24895375
NACRES:
NA.51

Quality Level

200

Assay

≥90%

storage temp.

−20°C

SMILES string

[Li].CC(C)(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)n2cnc3c(N)ncnc23)C(O)C(=O)NCCC(=O)NCCSC(=O)CCCC(O)=O

InChI

1S/C26H42N7O19P3S/c1-26(2,21(39)24(40)29-7-6-15(34)28-8-9-56-17(37)5-3-4-16(35)36)11-49-55(46,47)52-54(44,45)48-10-14-20(51-53(41,42)43)19(38)25(50-14)33-13-32-18-22(27)30-12-31-23(18)33/h12-14,19-21,25,38-39H,3-11H2,1-2H3,(H,28,34)(H,29,40)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/t14-,19-,20-,21?,25-/m1/s1

InChI key

SYKWLIJQEHRDNH-KRPIADGTSA-N

General description

Glutaryl coenzyme A (Glutaryl CoA) is an intermediate in the mitochondrial oxidation of lysine, hydroxylysine and tryptophan.

Application

Glutaryl coenzyme A lithium salt has been used:
  • in comparative study of acylomes of β-Hydroxy β-methylglutaryl-CoA (HMG-CoA) and glutaryl-CoA by quantitative proteomics
  • as a component of the assay buffer for in vitro biosensor activity experiments for FapR-NLuc proteins
  • to test its effect on pyruvate kinase activity inhibition in a549 lysate

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Kinetic mechanism of glutaryl-CoA dehydrogenase
Rao K S, et al.
Biochemistry, 45(51), 15853-15861 (2006)
Yipeng Du et al.
Bioconjugate chemistry, 30(3), 826-832 (2019-01-11)
Malonyl-CoA is one of the key metabolic intermediates in fatty acid metabolism as well as a key player in protein post-translational modifications. Detection of malonyl-CoA in live cells is challenging because of the lack of effective measuring tools. Here we
Jörg Schaarschmidt et al.
FEBS letters, 585(9), 1317-1321 (2011-04-12)
Glutaryl-coenzyme A (CoA) dehydrogenases (GDHs) are acyl-CoA dehydrogenases, which usually dehydrogenate and decarboxylate the substrate to crotonyl-CoA. In some anaerobic bacteria, non-decarboxylating GDHs exist that release glutaconyl-CoA (2,3-dehydroglutaryl-CoA) without decarboxylation. The differing mechanisms of decarboxylating and non-decarboxylating GDHs were investigated
Genetically Encoded FapR-NLuc as a Biosensor to Determine Malonyl-CoA in Situ at Subcellular Scales
Du Y, et al.
Bioconjugate Chemistry, 30(3), 826-832 (2019)
Simon Wischgoll et al.
Biochemistry, 49(25), 5350-5357 (2010-05-22)
Glutaryl-coenzyme A dehydrogenases (GDHs) involved in amino acid degradation were thought to catalyze both the dehydrogenation and decarboxylation of glutaryl-coenzyme A to crotonyl-coenzyme A and CO(2). Recently, a structurally related but nondecarboxylating, glutaconyl-coenzyme A-forming GDH was characterized in the obligately
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