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Seldomycin 1

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Seldomycin 1
Category Antibiotics
Catalog number BBF-02896
CAS 56276-04-1
Molecular Weight 454.47
Molecular Formula C17H34N4O10

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Fermentation Lab

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

Seldomycin 1 is an aminoglycoside antibiotic produced by the strain of Str. hofunensis nor. sp.. It has a broad spectrum of antimicrobial activity, and Seldomycin F5 has the strongest antimicrobial activity. It is cross-resistant to E. coli with aminoglycoside antibiotic passivation enzyme (such as APH (3')-Ⅰ, APH(3')-II, AAC(6'), AAC(2)). ED50 is greater than 1000 mg/kg (abdominal infection in mice, intravenous administration).

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Synonyms Antibiotic XK 88-1; XK 88-1; Seldomycin factor 1; D-Streptamine, O-2-amino-2-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(2-amino-2-deoxy-alpha-D-xylopyranosyl-(1-6))-2-deoxy-; 4-O-(2-Amino-2-deoxy-α-D-glucopyranosyl)-6-O-(2-amino-2-deoxy-α-D-xylopyranosyl)-2-deoxy-D-streptamine
IUPAC Name (2R,3S,4R,5R,6S)-5-amino-6-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,4R,5R)-3-amino-4,5-dihydroxyoxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-2-(hydroxymethyl)oxane-3,4-diol
Canonical SMILES C1C(C(C(C(C1N)OC2C(C(C(C(O2)CO)O)O)N)O)OC3C(C(C(CO3)O)O)N)N
InChI InChI=1S/C17H34N4O10/c18-4-1-5(19)15(31-17-9(21)12(26)11(25)7(2-22)29-17)13(27)14(4)30-16-8(20)10(24)6(23)3-28-16/h4-17,22-27H,1-3,18-21H2/t4-,5+,6+,7+,8+,9+,10-,11+,12+,13-,14+,15-,16+,17+/m0/s1
InChI Key YNMRKGLUALDHIR-CALBBPPSSA-N
Appearance White Amorphous Powder
Boiling Point 760.8°C at 760 mmHg
Melting Point 200-240°C (dec.)
Density 1.60 g/cm3
Solubility Soluble in Water
1. A new aminoglycoside antibiotic complex--the seldomycins. II. Isolation, physicochemical and chromatographic properties
S Sato, S Takasawa, T Sato, M Yamamoto, R Okachi J Antibiot (Tokyo). 1977 Jan;30(1):25-30. doi: 10.7164/antibiotics.30.25.
An antibiotic complex consisting of four components, seldomycin factors 1, 2, 3 and 5 was isolated from the fermentation broth of Streptomyces hofunensis sp. nov. by use of a cationic exchange resin. After silica gel column chromatography, the purified components were characterized as new aminoglycoside antibiotics by their physicochemical, chromatographic and antimicrobial properties.
2. A new aminoglycoside antibiotic complex--the seldomycins. III. The structures of seldomycin factors 1 and 2+
R S Egan, A C Sinclair, R L De Vault, J B McAlpine, S L Mueller, P C Goodley, R S Stanaszek, M Cirovic, R J Mauritz, L A Mitscher, K Shirahata, S Sato, T Iida J Antibiot (Tokyo). 1977 Jan;30(1):31-8. doi: 10.7164/antibiotics.30.31.
The structures of seldomycin factors 1 and 2 have been determined by consideration of chemical degradation and spectral properties. Factor 1, also known as XK-88-1, is shown to be 6-O-(2-amino-2-deoxy-alpha-D-xylopyranosyl) paromamine (1) and factor 2, also known as XK-88-2, is shown to be 4'-deoxy-neamine (2). Mass spectral evidence has been obtained that suggests the most probable structure for seldomycin factor 3, also known as XK-88-3, is 6'-amino-6'-deoxyseldomycin factor 1 (12).
3. A new aminoglycoside antibiotic complex--the seldomycins. I. Taxonomy, fermentation and antibacterial properties
T Nara, M Yamamoto, S Takasawa, S Sato, T Sato J Antibiot (Tokyo). 1977 Jan;30(1):17-24. doi: 10.7164/antibiotics.30.17.
A soil isolate named Streptomyces hofunensis sp. nov. was found to produce seldomycin factors 1, 2, 3 and 5, new aminoglycoside antibiotics. Taxonomy of the producing organism, a study of cultural conditions for seldomycin production, and antibacterial activity of seldomycins are reported. Seldomycin factor 5 was the most active both in vitro and in vivo against gram-positive and negative bacteria.

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