Synonym
Lysine hydroxamate
IUPAC/Chemical Name
Hexanamide, 2,6-diamino-N-hydroxy-, (S)-
InChi Key
NZWPVDFOIUKVSJ-YFKPBYRVSA-N
InChi Code
InChI=1S/C6H15N3O2/c7-4-2-1-3-5(8)6(10)9-11/h5,11H,1-4,7-8H2,(H,9,10)/t5-/m0/s1
SMILES Code
O=C(NO)[C@@H](N)CCCCN
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
161.21
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: Sakurama H, Takita T, Mikami B, Itoh T, Yasukawa K, Inouye K. Two crystal structures of lysyl-tRNA synthetase from Bacillus stearothermophilus in complex with lysyladenylate-like compounds: insights into the irreversible formation of the enzyme-bound adenylate of L-lysine hydroxamate. J Biochem. 2009 May;145(5):555-63. doi: 10.1093/jb/mvp014. Epub 2009 Jan 27. PubMed PMID: 19174549.
2: Wirgau JI, Spasojević I, Boukhalfa H, Batinić-Haberle I, Crumbliss AL. Thermodynamics, kinetics, and mechanism of the stepwise dissociation and formation of Tris(L-lysinehydroxamato)iron(III) in aqueous acid. Inorg Chem. 2002 Mar 25;41(6):1464-73. PubMed PMID: 11896715.
3: Takita T, Akita E, Inouye K, Tonomura B. Lysyl-tRNA synthetase from Bacillus stearothermophilus. Stopped-flow kinetic analysis of enzyme.lysyladenylate formation. J Biochem. 1998 Jul;124(1):45-50. PubMed PMID: 9644244.
4: Kyriacou A, Balis C, Typas MA. Improvement of lysine production by analog-sensitive and auxotroph mutants of the acetylene-utilizing bacterium Gordona bronchialis (Rhodococcus bronchialis). Appl Biochem Biotechnol. 1997 Jun;66(3):281-9. PubMed PMID: 9276926.
5: Takita T, Hashimoto S, Ohkubo Y, Muto T, Shimizu N, Sukata T, Inouye K, Hiromi K, Tonomura B. Lysyl-tRNA synthetase from Bacillus stearothermophilus. Formation and isolation of an enzyme-lysyladenylate complex and its analogue. J Biochem. 1997 Feb;121(2):244-50. PubMed PMID: 9089397.
6: Barak Z, Lindsley D, Gallant J. On the mechanism of leftward frameshifting at several hungry codons. J Mol Biol. 1996 Mar 8;256(4):676-84. PubMed PMID: 8642590.
7: al-Swayeh OA, Moore PK. Amino acids dilate resistance blood vessels of the perfused rat mesentery. J Pharm Pharmacol. 1989 Oct;41(10):723-6. PubMed PMID: 2575155.
8: Lunts MG, Gusiatiner MM, Kopteva AV, Zhdanova NI. [Characteristics of lysine transport in a wild type strain and lysine-producing mutant of Corynebacterium glutamicum]. Prikl Biokhim Mikrobiol. 1986 Jan-Feb;22(1):96-101. Russian. PubMed PMID: 3081884.
9: Hilderman RH, Zimmerman JK, Dang CV, Grothusen JR. Characterization of a homogeneous arginyl- and lysyl-tRNA synthetase complex isolated from rat liver. Kinetic mechanism for lysyl-tRNA synthetase. J Biol Chem. 1983 Nov 25;258(22):13592-6. PubMed PMID: 6315704.
10: Mehta RJ, Nash CH. Relationship between carbon source and susceptibility of Cephalosporium acremonium to selected amino acid analogues. Can J Microbiol. 1979 Jul;25(7):818-21. PubMed PMID: 573170.
11: Tosa T, Pizer LI. Effect of serine hydroxamate on the growth of Escherichia coli. J Bacteriol. 1971 Jun;106(3):966-71. PubMed PMID: 4934071; PubMed Central PMCID: PMC248739.
