IUPAC/Chemical Name
(hydroxy(((2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)phosphoryl)-L-leucyl-L-tryptophan
InChi Key
ZPHBZEQOLSRPAK-XVOJFHBISA-N
InChi Code
InChI=1S/C23H34N3O10P/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34)/t12-,16-,17-,18+,19+,20+,23-/m0/s1
SMILES Code
O=C(O)[C@H](CC1=CNC2=C1C=CC=C2)NC([C@H](CC(C)C)NP(O)(O[C@H]3[C@@H]([C@@H]([C@@H]([C@H](C)O3)O)O)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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
543.50
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: Kitagishi K, Hiromi K, Tokushige M. Binding between thermolysin and talopeptin (MKI) in which the tryptophan residue was converted into kynurenine. J Biochem. 1983 Apr;93(4):1045-54. PubMed PMID: 6863233.
2: Kitagishi K, Hiromi K, Oda K, Murao S. Equilibrium study on the binding between thermolysin and Streptomyces metalloprotease inhibitor, talopeptin (MKI). J Biochem. 1983 Jan;93(1):47-53. PubMed PMID: 6341369.
3: Kitagishi K, Hiromi K. Studies on the chemical modification of tryptophan residues in thermolysin and in talopeptin (MKI) with N-bromosuccinimide. J Biochem. 1983 Jul;94(1):129-35. PubMed PMID: 6619105.
4: Kitagishi K, Hiromi K. Binding between thermolysin and its specific inhibitor, N-phosphoryl-L-leucyl-L-tryptophan (PLT). J Biochem. 1986 Jan;99(1):191-7. PubMed PMID: 3957894.
5: Kitagishi K, Hiromi K. Kinetics of binding between thermolysin and Streptomyces metalloprotease inhibitor, talopeptin (MKI). J Biochem. 1983 Jan;93(1):55-9. PubMed PMID: 6341370.
6: Kitagishi K, Hiromi K. Binding between thermolysin and its specific inhibitor, phosphoramidon. J Biochem. 1984 Feb;95(2):529-34. PubMed PMID: 6715312.
7: Ichikawa S, Ohta M, Morioka H, Murao S. Blockage of ovulation in the explanted hamster ovary by a collagenase inhibitor. J Reprod Fertil. 1983 May;68(1):17-9. PubMed PMID: 6302251.
8: Ichikawa S, Morioka H, Ohta M, Oda K, Murao S. Effect of various proteinase inhibitors on ovulation of explanted hamster ovaries. J Reprod Fertil. 1983 Jul;68(2):407-12. PubMed PMID: 6683319.
9: Ichikawa S, Shibata T, Takehara Y, Tamada H, Oda K, Murao S. Effects of proteinase inhibitors on preimplantation embryos in the rat. J Reprod Fertil. 1985 Mar;73(2):385-90. PubMed PMID: 3838771.
10: Tsuru D, Imajo S, Morikawa S, Yoshimoto T, Ishiguro M. Zinc protease of Bacillus subtilis var. amylosacchariticus: construction of a three-dimensional model and comparison with thermolysin. J Biochem. 1993 Jan;113(1):101-5. PubMed PMID: 8454566.
11: Shibata M, Takahashi S, Sato R, Oda K. A novel metalloproteinase, almelysin, from a marine bacterium, Alteromonas sp. No. 3696: purification and characterization. Biosci Biotechnol Biochem. 1997 Apr;61(4):710-5. PubMed PMID: 9145531.
