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Thrazarine

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Thrazarine
Category Antibiotics
Catalog number BBF-02694
CAS 120128-14-5
Molecular Weight 217.18
Molecular Formula C7H11N3O5
Purity ≥98%

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

Thrazarine is produced by the strain of Str. coerulescens MH802 fF5. It inhibits DNA synthesis and the growth of tumor cells.

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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
Appearance Light Yellow Crystal
Antibiotic Activity Spectrum neoplastics (Tumor)
Melting Point 135-139°C
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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