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Sannamycin B

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Sannamycin B
Category Antibiotics
Catalog number BBF-02867
CAS 72503-80-1
Molecular Weight 332.44
Molecular Formula C15H32N4O4

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4 R&D and scale-up labs

2 Preparative purification labs

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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

It is an aminoglycoside antibiotic produced by the strain of Str. sannanensis sp. nov. It has only weak antibacterial activity against a few bacteria.

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Synonyms Istamycin A0; Antibiotic KA 7038III; KA 7038III; L-chiro-Inositol, 4-amino-3-O-(2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-alpha-D-erythro-hexopyranosyl)-1,4,5-trideoxy-6-O-methyl-1-(methylamino)-; 4-Amino-3-O-[2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-α-D-erythro-hexopyranosyl]-1,4,5-trideoxy-6-O-methyl-1-(methylamino)-L-chiro-inositol; ara-sangivamycin
IUPAC Name (1R,2R,3S,5S,6S)-3-amino-2-[(2R,3R,6S)-3-amino-6-(methylaminomethyl)oxan-2-yl]oxy-5-methoxy-6-(methylamino)cyclohexan-1-ol
Canonical SMILES CNCC1CCC(C(O1)OC2C(CC(C(C2O)NC)OC)N)N
InChI InChI=1S/C15H32N4O4/c1-18-7-8-4-5-9(16)15(22-8)23-14-10(17)6-11(21-3)12(19-2)13(14)20/h8-15,18-20H,4-7,16-17H2,1-3H3/t8-,9+,10-,11-,12+,13+,14+,15+/m0/s1
InChI Key GKYYNFPFPFRFFN-LHPGNBRISA-N
Appearance Solid
Boiling Point 480.6°C at 760 mmHg
Density 1.17 g/cm3
Solubility Soluble in Water
1. Cloning and analysis of a gene (sms13) encoding sannamycin B-glycyltransferase from Streptomyces sannanensis and its distribution among actinomycetes
T Ohta, E Hashimoto, M Hasegawa J Antibiot (Tokyo). 1992 Jul;45(7):1167-75. doi: 10.7164/antibiotics.45.1167.
A gene encoding sannamycin B-glycyltransferase (sms13) of Streptomyces sannanensis IFO 14239 was identified by cloning and complementation of S. sannanensis mutant SN13 which is blocked at the interconversion of sannamycins B and A. The cloned DNA fragment also permitted the conversion of fortimicin B to A both in S. sannanensis SN13 and Streptomyces lividans TK23. DNA sequences similar to sms13 were detected in all five producers of the fortimicin-group antibiotics, Micromonospora olivasterospora ATCC 21819 (fortimicin-producer), Micromonospora sp. strain SF-2098 ATCC 31580 (SF-2052), Dactylosporangium matsuzakiense ATCC 31570 (dactimicin), Streptomyces tenjimariensis ATCC 31603 (istamycin), and Saccharopolyspora hirsuta ATCC 20501 (sporaricin). This suggests that these genes of similar function from different genera were derived from a common ancestral gene.

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