LL D05139(beta)
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| Category | Antibiotics |
| Catalog number | BBF-03624 |
| CAS | 95153-19-8 |
| Molecular Weight | 244.20 |
| Molecular Formula | C8H12N4O5 |
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Description
LL D05139(beta) is produced by the strain of Glycomyces harbinensis. It has anti-gram-positive and anti-gram-negative bacteria activities, and its activity is stronger than that of nitroserine. And its antitumor activity is similar to that of diazoserine and lower than Bleomycin.
Specification
| Synonyms | N-(L-alanyl)-O-(2-diazoacetyl)-L-serine; N-l-alanyl-l-serine diazoacetate |
| IUPAC Name | (2S)-2-[[(2S)-2-aminopropanoyl]amino]-3-(2-diazoacetyl)oxypropanoic acid |
| Canonical SMILES | CC(C(=O)NC(COC(=O)C=[N+]=[N-])C(=O)O)N |
| InChI | InChI=1S/C8H12N4O5/c1-4(9)7(14)12-5(8(15)16)3-17-6(13)2-11-10/h2,4-5H,3,9H2,1H3,(H,12,14)(H,15,16)/t4-,5-/m0/s1 |
| InChI Key | YSKQXPZMHNNFBW-WHFBIAKZSA-N |
Properties
| Appearance | Pale Yellow Amorphous Solid |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria; neoplastics (Tumor) |
| Solubility | Soluble in Water and low alcohols |
Reference Reading
1. New antitumor antibiotic, LL-D05139 beta. Fermentation, isolation, structure determination and biological activities
M D Lee, A A Fantini, N A Kuck, M Greenstein, R T Testa, D B Borders J Antibiot (Tokyo). 1987 Dec;40(12):1657-63. doi: 10.7164/antibiotics.40.1657.
The LL-D05139 complex, containing LL-D05139 beta and azaserine, was recovered from the fermentation filtrate of Glycomyces harbinensis (NRRL 15337). A chemically defined medium was developed which favored the production of LL-D05139 beta. Antibiotic LL-D05139 beta was isolated from the fermentation filtrate by adsorption on granular carbon and further purified by chromatography on microcrystalline cellulose. Acid hydrolysis of LL-D05139 beta gave one molar equivalent each of alanine and serine. Both amino acids were found to have the L-configuration by GC analysis on a chiral column and alanine was assigned to be the N-terminal amino acid by Edman degradation. This information coupled with IR, UV, 1H NMR, 13C NMR and MS spectral data allowed us to assign the structure of LL-D05139 beta as alanylazaserine. LL-D05139 beta demonstrated greater antibacterial and biochemical induction assay activities than azaserine. The two drugs showed similar antitumor activities.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
