MedKoo Cat#: 592976 | Name: Ascamycin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ascamycin is a nucleoside antibiotic.

Chemical Structure

Ascamycin
Ascamycin
CAS# 91432-48-3

Theoretical Analysis

MedKoo Cat#: 592976

Name: Ascamycin

CAS#: 91432-48-3

Chemical Formula: C13H18ClN7O7S

Exact Mass: 451.0677

Molecular Weight: 451.84

Elemental Analysis: C, 34.56; H, 4.02; Cl, 7.85; N, 21.70; O, 24.79; S, 7.10

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Ascamycin
IUPAC/Chemical Name
Adenosine, 2-chloro-, 5'-((2-amino-1-oxopropyl)sulfamate), (S)-
InChi Key
LZMCAAGVMFMSKC-IZKXYQSCSA-N
InChi Code
InChI=1S/C13H18ClN7O7S/c1-4(15)11(24)20-29(25,26)27-2-5-7(22)8(23)12(28-5)21-3-17-6-9(16)18-13(14)19-10(6)21/h3-5,7-8,12,22-23H,2,15H2,1H3,(H,20,24)(H2,16,18,19)/t4-,5+,7+,8+,12+/m0/s1
SMILES Code
O[C@@H]([C@H]([C@H](N1C=NC2=C(N=C(Cl)N=C21)N)O3)O)[C@H]3COS(=O)(NC([C@@H](N)C)=O)=O
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 451.84 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.

Recalculate based on batch purity %
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: Zhao C, Qi J, Tao W, He L, Xu W, Chan J, Deng Z. Characterization of biosynthetic genes of ascamycin/dealanylascamycin featuring a 5'-O-sulfonamide moiety in Streptomyces sp. JCM9888. PLoS One. 2014 Dec 5;9(12):e114722. doi: 10.1371/journal.pone.0114722. eCollection 2014. PubMed PMID: 25479601; PubMed Central PMCID: PMC4257720. 2: Sudo T, Shinohara K, Dohmae N, Takio K, Usami R, Horikoshi K, Osada H. Isolation and characterization of the gene encoding an aminopeptidase involved in the selective toxicity of ascamycin toward Xanthomonas campestris pv. citri. Biochem J. 1996 Oct 1;319 ( Pt 1):99-102. PubMed PMID: 8870654; PubMed Central PMCID: PMC1217740. 3: Osada H, Isono K. Occurrence of an ascamycin dealanylating enzyme, Xc-aminopeptidase, in mammalian cell membranes and susceptibility to ascamycin. J Antibiot (Tokyo). 1986 Feb;39(2):286-93. PubMed PMID: 3514563. 4: Osada H, Isono K. Purification and characterization of ascamycin-hydrolysing aminopeptidase from Xanthomonas citri. Biochem J. 1986 Jan 15;233(2):459-63. PubMed PMID: 3754135; PubMed Central PMCID: PMC1153047. 5: Osada H, Isono K. Mechanism of action and selective toxicity of ascamycin, a nucleoside antibiotic. Antimicrob Agents Chemother. 1985 Feb;27(2):230-3. PubMed PMID: 2580481; PubMed Central PMCID: PMC176244. 6: Ubukata M, Osada H, Isono K. Synthesis and biological activity of nucleoside antibiotics, ascamycin and its amino acid analogs. Nucleic Acids Symp Ser. 1985;(16):81-3. PubMed PMID: 3841391. 7: Isono K, Uramoto M, Kusakabe H, Miyata N, Koyama T, Ubukata M, Sethi SK, McCloskey JA. Ascamycin and dealanylascamycin, nucleoside antibiotics from Streptomyces sp. J Antibiot (Tokyo). 1984 Jun;37(6):670-2. PubMed PMID: 6547710. 8: Isono K, Uramoto M, Osada H, Ubukata M, Kusakabe H, Koyama T, Miyata N, Sethi SK, McCloskey JA. Structure and biological activity of ascamycin, a new nucleoside antibiotic. Nucleic Acids Symp Ser. 1984;(15):65-7. PubMed PMID: 6395097.