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G9510

Sigma-Aldrich

Glutaryl coenzyme A lithium salt

≥90%

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Synonym(s):
Glutaryl CoA
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

Related Categories

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Rhushikesh A Kulkarni et al.
Cell chemical biology, 24(2), 231-242 (2017-02-07)
Non-enzymatic protein modification driven by thioester reactivity is thought to play a major role in the establishment of cellular lysine acylation. However, the specific protein targets of this process are largely unknown. Here we report an experimental strategy to investigate
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)
K Sudhindra Rao et al.
Biochemistry, 45(51), 15853-15861 (2006-12-21)
Glutaryl-CoA dehydrogenase (GCD) is a homotetrameric enzyme containing one noncovalently bound FAD per monomer that oxidatively decarboxylates glutaryl-CoA to crotonyl-CoA and CO2. GCD belongs to the family of acyl-CoA dehydrogenases that are evolutionarily conserved in their sequence, structure, and function.
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