Thrazarine
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| Category | Antibiotics |
| Catalog number | BBF-02694 |
| CAS | 120128-14-5 |
| Molecular Weight | 217.18 |
| Molecular Formula | C7H11N3O5 |
| Purity | ≥98% |
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Description
Thrazarine is produced by the strain of Str. coerulescens MH802 fF5. It inhibits DNA synthesis and the growth of tumor cells.
Specification
| Synonyms | O-((3R)-2-Diazo-3-hydroxybutyryl)-L-serine; (Z,3R)-1-[(2S)-2-amino-2-carboxyethoxy]-2-diazonio-3-hydroxybut-1-en-1-olate |
| IUPAC Name | (2S)-2-amino-3-[(3R)-2-diazo-3-hydroxybutanoyl]oxypropanoic acid |
| Canonical SMILES | CC(C(=[N+]=[N-])C(=O)OCC(C(=O)O)N)O |
| InChI | InChI=1S/C7H11N3O5/c1-3(11)5(10-9)7(14)15-2-4(8)6(12)13/h3-4,11H,2,8H2,1H3,(H,12,13)/t3-,4+/m1/s1 |
| InChI Key | WAKGSHQRLIGGLB-DMTCNVIQSA-N |
Properties
| Appearance | Light Yellow Crystal |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Melting Point | 135-139°C |
Reference Reading
1. A new antitumor antibiotic, FR900840. II. Structural elucidation of FR900840
M Nishimura, H Nakada, S Takase, A Katayama, T Goto, H Tanaka, M Hashimoto J Antibiot (Tokyo). 1989 Apr;42(4):549-52. doi: 10.7164/antibiotics.42.549.
The structure of FR900840, a new antitumor antibiotic produced by a strain of Streptomyces has been deduced as 1 on the basis of spectroscopic and chemical evidence and finally confirmed by synthesis from L-threonine and L-serine.
2. A new antitumor antibiotic, FR900840. III. Antitumor activity against experimental tumors
M Nishimura, H Nakada, I Kawamura, T Mizota, K Shimomura, K Nakahara, T Goto, I Yamaguchi, M Okuhara J Antibiot (Tokyo). 1989 Apr;42(4):553-7. doi: 10.7164/antibiotics.42.553.
FR900840 [2S)-2-amino-2-carboxyethyl (3R)-2-diazo-3-hydroxybutyrate), a new antibiotic with antitumor activity was isolated from the fermentation broth of Streptomyces sp. No. 8727. Its antitumor activity was examined in three mouse tumor systems and ten human tumor systems. FR900840 had no clear effect on mouse ascitic tumors, P388 and L1210, and the B16 melanoma line, but had prominent antitumor effects on several human solid tumors. Its antitumor activity against A549 human lung adenocarcinoma was stronger than those of vinblastine, doxorubicin and cisplatin. These results suggest that FR900840 may become a useful prototype antitumor drug.
3. A new antitumor antibiotic, FR900840. I. Discovery, identification, isolation and characterization
M Nishimura, H Nakada, H Nakajima, Y Hori, M Ezaki, T Goto, M Okuhara J Antibiot (Tokyo). 1989 Apr;42(4):542-8. doi: 10.7164/antibiotics.42.542.
A new antitumor antibiotic, FR900840, was isolated from a culture broth of Streptomyces strain No. 8727 as a pale yellowish prism and the molecular formula was determined to be C7H11N3O5. The antibiotic exhibited prominent antitumor effects on human tumor cell lines both in vitro and in vivo.
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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 ╳
