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SF-1623

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Category Antibiotics
Catalog number BBF-02444
CAS 56487-86-6
Molecular Weight 499.5
Molecular Formula C15H21N3O10S3

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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

SF-1623 is a cephamycin antibiotic produced by the the fermentation of Streptomyces chartreusis. It is active against gram-negative bacteria.

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Synonyms SF 1623
IUPAC Name (6R,7S)-7-[[(5R)-5-amino-5-carboxypentanoyl]amino]-7-methoxy-8-oxo-3-(sulfosulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Canonical SMILES COC1(C2N(C1=O)C(=C(CS2)CSS(=O)(=O)O)C(=O)O)NC(=O)CCCC(C(=O)O)N
InChI InChI=1S/C15H21N3O10S3/c1-28-15(17-9(19)4-2-3-8(16)11(20)21)13(24)18-10(12(22)23)7(5-29-14(15)18)6-30-31(25,26)27/h8,14H,2-6,16H2,1H3,(H,17,19)(H,20,21)(H,22,23)(H,25,26,27)/t8-,14-,15+/m1/s1
InChI Key GBKBBXIMFKWXGE-BKQRNIBNSA-N
Appearance White Solid
Antibiotic Activity Spectrum Gram-negative bacteria
Melting Point 160-165°C (dec.)
Solubility Soluble in water.
1. Synthesis and biological activity of 7 beta-(2-amino-2-carboxy)-ethylthioacetamido-7 alpha-methoxycephalosporin derivatives
K Iwamatsu, S Inouye, T Tsuruoka, K Mizutani, S Omoto, H Ogino, K Miyauchi, T Watanabe, T Niida J Antibiot (Tokyo). 1983 Mar;36(3):229-41. doi: 10.7164/antibiotics.36.229.
C-7 and C-3 substituents of a new antibiotic SF-1623 were chemically modified to improve the bioactivity, and substituent effect at C-7 and C-3 was examined on the basis of MIC and ED50 values against selected bacteria. Among a large number of derivatives, MT-141 possessing 2-D-2-amino-2-carboxyethylthioacetamido residue at C-7 and N-methyltetrazolyl-thiomethyl residue at C-3 showed a high order of antibacterial activity in vitro and especially in vivo.
2. Discovery, isolation and structure of novel cephamycins of Streptomyces chartreusis
S Inouye, M Kojima, T Shomura, K Iwamatsu, T Niwa, Y Kondo, T Niida, Y Ogawa, K Kusama J Antibiot (Tokyo). 1983 Feb;36(2):115-24. doi: 10.7164/antibiotics.36.115.
By the use of HPLC technique after treatment with beta-lactamases, two novel cephamycins, SF-1623 and SF-1623B, were discovered and isolated from the fermentation broth of Streptomyces chartreusis SF-1623. The structures of SF-1623 and SF-1623B were determined to contain 3-sulfothiomethyl and 3-hydroxymethyl groups respectively, by chemical and enzymatic transformation reactions. Studies on the fermentation condition and process for the large scale preparation of antibiotic SF-1623 are also described.

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