Synonym
Ureidovaline; Ritonavir impurity A [EP]; Ritonavir impurity, ureidovaline- [USP];
IUPAC/Chemical Name
(((2-isopropylthiazol-4-yl)methyl)(methyl)carbamoyl)-L-valine
InChi Key
OSQWRZICKAOBFA-NSHDSACASA-N
InChi Code
InChI=1S/C14H23N3O3S/c1-8(2)11(13(18)19)16-14(20)17(5)6-10-7-21-12(15-10)9(3)4/h7-9,11H,6H2,1-5H3,(H,16,20)(H,18,19)/t11-/m0/s1
SMILES Code
CC(C)[C@@H](C(O)=O)NC(N(C)CC1=CSC(C(C)C)=N1)=O
Appearance
Light Yellow to Beige Solid
Purity
>95% (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
Chloroform (Slightly), Methanol (Slightly)
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
313.41
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: Ramel C, Tobler M, Meyer M, Bigler L, Ebert MO, Schellenberg B, Dudler R. Biosynthesis of the proteasome inhibitor syringolin A: the ureido group joining two amino acids originates from bicarbonate. BMC Biochem. 2009 Oct 28;10:26. doi: 10.1186/1471-2091-10-26. PubMed PMID: 19863801; PubMed Central PMCID: PMC2773804.
2: Chen LL, Whitty A, Lobb RR, Adams SP, Pepinsky RB. Multiple activation states of integrin alpha4beta1 detected through their different affinities for a small molecule ligand. J Biol Chem. 1999 May 7;274(19):13167-75. PubMed PMID: 10224072.
3: Moss N, Beaulieu P, Duceppe JS, Ferland JM, Garneau M, Gauthier J, Ghiro E, Goulet S, Guse I, Jaramillo J, Llinas-Brunet M, Malenfant E, Plante R, Poirier M, Soucy F, Wernic D, Yoakim C, Déziel R. Peptidomimetic inhibitors of herpes simplex virus ribonucleotide reductase with improved in vivo antiviral activity. J Med Chem. 1996 Oct 11;39(21):4173-80. PubMed PMID: 8863795.
4: Luiking YC, Hallemeesch MM, Lamers WH, Deutz NE. NOS3 is involved in the increased protein and arginine metabolic response in muscle during early endotoxemia in mice. Am J Physiol Endocrinol Metab. 2005 Jun;288(6):E1258-64. Epub 2005 Jan 11. Erratum in: Am J Physiol Endocrinol Metab. 2007 Jan;292(1):E369. PubMed PMID: 15644457.
5: van Eijk HM, Rooyakkers DR, Soeters PB, Deutz NE. Determination of amino acid isotope enrichment using liquid chromatography-mass spectrometry. Anal Biochem. 1999 Jun 15;271(1):8-17. PubMed PMID: 10360999.
