Synonym
Aklavin; 1-Deoxypyrromycin; Aclacinomycin T; Aklavine; Antibiotic MA 144T1; MA 144T1; MA144T1; MA-144T1;
IUPAC/Chemical Name
1-Naphthacenecarboxylic acid, 2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-((2,3,6-trideoxy-3-(dimethylamino)-alpha-L-lyxo-hexapyranosyl)oxy)-, methyl ester, (1R-(1-alpha,2-beta,4-beta))-
InChi Key
LJZPVWKMAYDYAS-QKKPTTNWSA-N
InChi Code
InChI=1S/C30H35NO10/c1-6-30(38)12-19(41-20-11-17(31(3)4)25(33)13(2)40-20)22-15(24(30)29(37)39-5)10-16-23(28(22)36)27(35)21-14(26(16)34)8-7-9-18(21)32/h7-10,13,17,19-20,24-25,32-33,36,38H,6,11-12H2,1-5H3/t13-,17-,19-,20-,24-,25+,30+/m0/s1
SMILES Code
c1c(c2c(cc1)C(=O)c1c(c(c3c(c1)[C@@H](C(=O)OC)[C@@](O)(CC)C[C@@H]3O[C@H]1C[C@@H]([C@@H]([C@@H](O1)C)O)N(C)C)O)C2=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
569.61
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: Dickens ML, Strohl WR. Isolation and characterization of a gene from Streptomyces sp. strain C5 that confers the ability to convert daunomycin to doxorubicin on Streptomyces lividans TK24. J Bacteriol. 1996 Jun;178(11):3389-95. PubMed PMID: 8655530; PubMed Central PMCID: PMC178102.
2: Sohda M, Fujiwara K, Saikusa H, Kitagawa T, Nakamura N, Hara K, Tone H. Sensitive enzyme immunoassay for the quantification of aclacinomycin A using beta-D-galactosidase as a label. Cancer Chemother Pharmacol. 1985;14(1):53-8. PubMed PMID: 3917377.
3: Matsuzawa Y, Kiyosaki T, Oki T, Takeuchi T, Umezawa H. Radioimmunoassay for aclacinomycin A. Gan. 1982 Apr;73(2):229-33. PubMed PMID: 6956531.
4: Oki T, Yoshimoto A, Matsuzawa Y, Takeuchi T, Umezawa H. Biosynthesis of anthracycline antibiotics by Streptomyces galilaeus. I. Glycosidation of various anthracyclinones by an aclacinomycin-negative mutant and biosynthesis of aclacinomycins from aklavinone. J Antibiot (Tokyo). 1980 Nov;33(11):1331-40. PubMed PMID: 6941952.
5: Kumar V, Remers WA, Grulich R. The structure of aklavin. J Antibiot (Tokyo). 1977 Oct;30(10):881-2. PubMed PMID: 591449.
6: STRELITZ F, FLON H, WEISS U, ASHESHOV IN. Aklavin, an antibiotic substance with antiphage activity. J Bacteriol. 1956 Jul;72(1):90-4. PubMed PMID: 13345780; PubMed Central PMCID: PMC289726.