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TAN-1057C

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Category Antibiotics
Catalog number BBF-02497
CAS
Molecular Weight 355.4
Molecular Formula C13H25N9O3

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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

TAN-1057C is an antibiotic produced by Flexibacter sp. PK-74 and PK-176. It is active against Gram-negative and Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus.

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Synonyms Antibiotic TAN 1057C; TAN 1057C
IUPAC Name [(E)-[[(2R,5S)-5-[3-(diaminomethylideneamino)propyl]-1-methyl-3,7-dioxo-1,4-diazepan-2-yl]methylhydrazinylidene]methyl]urea
Canonical SMILES CN1C(C(=O)NC(CC1=O)CCCN=C(N)N)CN=C(N)NC(=O)N
InChI InChI=1S/C13H25N9O3/c1-22-8(6-19-12(16)21-13(17)25)10(24)20-7(5-9(22)23)3-2-4-18-11(14)15/h7-8H,2-6H2,1H3,(H,20,24)(H4,14,15,18)(H5,16,17,19,21,25)/t7-,8+/m0/s1
InChI Key WXDPPHZLBSPZOA-JGVFFNPUSA-N
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
1. Synthesis and antimicrobial evaluation of TAN-1057A/B analogs
R M Williams, C Yuan, V J Lee, S Chamberland J Antibiot (Tokyo). 1998 Feb;51(2):189-201. doi: 10.7164/antibiotics.51.189.
TAN-1057A-D, dipeptides isolated from bacteria Flexibacter sp. PK-74 and PK-176, are new antibiotics with potent antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA). We describe, in detail, the synthesis of several TAN-1057A/B analogs by a convergent route featuring a new method to construct the cyclic amidinourea functional group. The biological activity of these substances against methicillin-resistant Staphylococcus aureus (MRSA) is reported.
2. TAN-1057 A-D, new antibiotics with potent antibacterial activity against methicillin-resistant Staphylococcus aureus. Taxonomy, fermentation and biological activity
N Katayama, S Fukusumi, Y Funabashi, T Iwahi, H Ono J Antibiot (Tokyo). 1993 Apr;46(4):606-13. doi: 10.7164/antibiotics.46.606.
Two Gram-negative bacteria were found to produce the new antibacterial antibiotics TAN-1057 A, B, C and D. The producing bacteria were characterized and designated as Flexibacter sp. PK-74 and PK-176. These antibiotics were active against Gram-negative and Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus. TAN-1057 A inhibited protein biosynthesis in Escherichia coli and S. aureus. It showed excellent protective effects against an experimental methicillin-resistant S. aureus infection in mice.

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