Synonym
Lysine alpha-ketoisovalerate
IUPAC/Chemical Name
L-Lysine mono(3-methyl-2-oxobutyrate)
InChi Key
VRFAQQYAKWMFLR-JEDNCBNOSA-N
InChi Code
InChI=1S/C6H14N2O2.C5H8O3/c7-4-2-1-3-5(8)6(9)10;1-3(2)4(6)5(7)8/h5H,1-4,7-8H2,(H,9,10);3H,1-2H3,(H,7,8)/t5-;/m0./s1
SMILES Code
N[C@@H](CCCCN)C(O)=O.CC(C)C(C(O)=O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
262.31
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Buchholz J, Schwentner A, Brunnenkan B, Gabris C, Grimm S, Gerstmeir R, Takors R, Eikmanns BJ, Blombach B. Platform engineering of Corynebacterium glutamicum with reduced pyruvate dehydrogenase complex activity for improved production of L-lysine, L-valine, and 2-ketoisovalerate. Appl Environ Microbiol. 2013 Sep;79(18):5566-75. doi: 10.1128/AEM.01741-13. Epub 2013 Jul 8. PubMed PMID: 23835179; PubMed Central PMCID: PMC3754147.
2: Aevarsson A, Seger K, Turley S, Sokatch JR, Hol WG. Crystal structure of 2-oxoisovalerate and dehydrogenase and the architecture of 2-oxo acid dehydrogenase multienzyme complexes. Nat Struct Biol. 1999 Aug;6(8):785-92. PubMed PMID: 10426958.
3: Ro HS, Hong SP, Seo HJ, Yoshimura T, Esaki N, Soda K, Kim HS, Sung MH. Site-directed mutagenesis of the amino acid residues in beta-strand III [Val30-Val36] of D-amino acid aminotransferase of Bacillus sp. YM-1. FEBS Lett. 1996 Dec 2;398(2-3):141-5. PubMed PMID: 8977094.
4: Hu H, Jaskiewicz JA, Harris RA. Ethanol and oleate inhibition of alpha-ketoisovalerate and 3-hydroxyisobutyrate metabolism by isolated hepatocytes. Arch Biochem Biophys. 1992 Nov 15;299(1):57-62. PubMed PMID: 1444452.
5: Nair KS, Schwartz RG, Welle S. Leucine as a regulator of whole body and skeletal muscle protein metabolism in humans. Am J Physiol. 1992 Nov;263(5 Pt 1):E928-34. PubMed PMID: 1443126.
6: Funk MA, Lowry KR, Baker DH. Utilization of the L- and DL-isomers of alpha-keto-beta-methylvaleric acid by rats and comparative efficacy of the keto analogs of branched-chain amino acids provided as ornithine, lysine and histidine salts. J Nutr. 1987 Sep;117(9):1550-5. PubMed PMID: 3116181.
