Synonym
Isovaline L-; NSC 1019; NSC-1019; NSC1019
IUPAC/Chemical Name
Isovaline, L- (8CI)
InChi Key
GCHPUFAZSONQIV-RXMQYKEDSA-N
InChi Code
InChI=1S/C5H11NO2/c1-3-5(2,6)4(7)8/h3,6H2,1-2H3,(H,7,8)/t5-/m1/s1
SMILES Code
N[C@@](C(O)=O)(CC)C
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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
117.15
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: Kojo S. S-Isovaline Contained in Meteorites, Induces Enantiomeric Excess in D,L-glutamic Acid During Recrystallization. Orig Life Evol Biosph. 2015 Jun;45(1-2):85-91. doi: 10.1007/s11084-015-9407-8. Epub 2015 Mar 11. PubMed PMID: 25754590.
2: Dutt Konar A, Vass E, Hollósi M, Majer Z, Grüber G, Frese K, Sewald N. Conformational properties of secondary amino acids: replacement of pipecolic acid by N-methyl-l-alanine in efrapeptin C. Chem Biodivers. 2013 May;10(5):942-51. doi: 10.1002/cbdv.201300086. PubMed PMID: 23681735.
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4: MacDermott AJ, Fu T, Nakatsuka R, Coleman AP, Hyde GO. Parity-violating energy shifts of Murchison L-amino acids are consistent with an electroweak origin of meteorite L-enantiomeric excesses. Orig Life Evol Biosph. 2009 Oct;39(5):459-78. doi: 10.1007/s11084-009-9162-9. Epub 2009 Mar 24. Erratum in: Orig Life Evol Biosph. 2009 Dec;39(6):599. PubMed PMID: 19308669.
5: Glavin DP, Dworkin JP. Enrichment of the amino acid L-isovaline by aqueous alteration on CI and CM meteorite parent bodies. Proc Natl Acad Sci U S A. 2009 Apr 7;106(14):5487-92. doi: 10.1073/pnas.0811618106. Epub 2009 Mar 16. PubMed PMID: 19289826; PubMed Central PMCID: PMC2667035.
6: Vandenabeele-Trambouze O, Geffard M, Bodet D, Despois M, Dobrijevic M, Loustalot MF, Commeyras A. Antibodies directed against L and D isovaline using a chemical derivatizing reagent for the measurement of their enantiomeric ratio in extraterrestrial samples: first step-production and characterization of antibodies. Chirality. 2002 Jun;14(6):519-26. PubMed PMID: 12112348.
7: Bonner WA. The radiolysis and radioracemization of poly-L-leucines. Radiat Res. 1999 Jul;152(1):83-7. PubMed PMID: 10381845.
8: Kawai M, Omori Y, Yamamura H, Butsugan Y, Taga T, Miwa Y. Crystal structures of Boc-D- and L-Iva-L-Pro-OBzl: unturned conformation of Aib-Pro sequence unaffected by replacement of Me with Et in Aib. Biopolymers. 1993 Aug;33(8):1207-12. PubMed PMID: 8364155.
