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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

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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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