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Bagougeramine A

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Bagougeramine A
Category Antibiotics
Catalog number BBF-00260
CAS 104840-35-9
Molecular Weight 484.47
Molecular Formula C17H28N10O7

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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

Bagougeramine A is produced by the strain of Bacillus circulans TB-2125. Both of A and B have activities against gram-positive bacteria and negative bacteria, and B has higher activity than A, except for Pseudomonas aeruginosa A3.

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Synonyms beta-D-Glucopyranuronamide, 4-((3-((aminoiminomethyl)amino)-N-(N-methylglycyl)-D-alanyl)amino)-1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,4-dideoxy-
IUPAC Name (2S,3S,4S,5R,6R)-6-(4-amino-2-oxopyrimidin-1-yl)-3-[[(2R)-3-(diaminomethylideneamino)-2-[[2-(methylamino)acetyl]amino]propanoyl]amino]-4,5-dihydroxyoxane-2-carboxamide
Canonical SMILES CNCC(=O)NC(CN=C(N)N)C(=O)NC1C(C(C(OC1C(=O)N)N2C=CC(=NC2=O)N)O)O
InChI InChI=1S/C17H28N10O7/c1-22-5-8(28)24-6(4-23-16(20)21)14(32)26-9-10(29)11(30)15(34-12(9)13(19)31)27-3-2-7(18)25-17(27)33/h2-3,6,9-12,15,22,29-30H,4-5H2,1H3,(H2,19,31)(H,24,28)(H,26,32)(H2,18,25,33)(H4,20,21,23)/t6-,9+,10+,11-,12+,15-/m1/s1
InChI Key UUOLIDLGSNSWHZ-QJHHURCWSA-N
Appearance White Hygroscopic Powder
Antibiotic Activity Spectrum gram-positive bacteria; gram-negative bacteria
Melting Point 230 °C
Solubility Soluble in water.
1. Bagougeramines A and B, new nucleoside antibiotics produced by a strain of Bacillus circulans. I. Taxonomy of the producing organism and isolation and biological properties of the antibiotics
A Takahashi, N Saito, K Hotta, Y Okami, H Umezawa J Antibiot (Tokyo). 1986 Aug;39(8):1033-40. doi: 10.7164/antibiotics.39.1033.
A bacterial isolate from soil, designated as TB-2125 had a unique pattern of multiple resistance to aminoglycoside antibiotics (AG) and produced new nucleoside antibiotics. Taxonomic properties of this strain fell into those of Bacillus circulans, providing unique characteristics such as strict susceptibility to acidic pH, motility of colony as well as multiple AG-resistance. Two new antibiotics which were named bagougeramines A and B had a broad antimicrobial activity and a specific activity against the two spotted spider mite.
2. Bagougeramines A and B, new nucleoside antibiotics produced by a strain of Bacillus circulans. II. Physico-chemical properties and structure determination
A Takahashi, D Ikeda, H Naganawa, Y Okami, H Umezawa J Antibiot (Tokyo). 1986 Aug;39(8):1041-6. doi: 10.7164/antibiotics.39.1041.
Bagougeramines A and B obtained as sulfates were soluble in water and positive to Sakaguchi, chlorine-tolidine and ninhydrin color reactions. Their structures were determined by acid hydrolysis and spectroscopic analysis. Structurally they were closely related to gougerotin and they contained the guanidino-D-alanine instead of the serine residue in gougerotin. Bagougeramine B had the spermidine instead of the 6'-NH2 in structure of bagougeramine A.

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Bagougeramine A

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