Streptocidin A
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| Category | Bioactive by-products |
| Catalog number | BBF-03063 |
| CAS | |
| Molecular Weight | 1275.49 |
| Molecular Formula | C65H90N14O13 |
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Description
Streptocidin A is a cyclic decapeptide produced by Streptomyces sp. Tu 6071.
Specification
| IUPAC Name | 3-[(3R,6S,9S,12S,15S,18S,21S,24R,27S,30S)-21-(2-amino-2-oxoethyl)-9-(3-aminopropyl)-3-benzyl-15-[(4-hydroxyphenyl)methyl]-24-(1H-indol-3-ylmethyl)-6,27-bis(2-methylpropyl)-2,5,8,11,14,17,20,23,26,29-decaoxo-12-propan-2-yl-1,4,7,10,13,16,19,22,25,28-decazabicyclo[28.3.0]tritriacontan-18-yl]propanamide |
| Canonical SMILES | CC(C)CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)N1)CC3=CC=CC=C3)CC(C)C)CCCN)C(C)C)CC4=CC=C(C=C4)O)CCC(=O)N)CC(=O)N)CC5=CNC6=CC=CC=C65 |
| InChI | InChI=1S/C65H90N14O13/c1-35(2)28-46-59(86)77-51(31-38-14-8-7-9-15-38)65(92)79-27-13-19-52(79)63(90)76-47(29-36(3)4)58(85)74-49(32-40-34-69-43-17-11-10-16-42(40)43)60(87)75-50(33-54(68)82)61(88)70-45(24-25-53(67)81)57(84)73-48(30-39-20-22-41(80)23-21-39)62(89)78-55(37(5)6)64(91)71-44(18-12-26-66)56(83)72-46/h7-11,14-17,20-23,34-37,44-52,55,69,80H,12-13,18-19,24-33,66H2,1-6H3,(H2,67,81)(H2,68,82)(H,70,88)(H,71,91)(H,72,83)(H,73,84)(H,74,85)(H,75,87)(H,76,90)(H,77,86)(H,78,89)/t44-,45-,46-,47-,48-,49+,50-,51+,52-,55-/m0/s1 |
| InChI Key | CFLSWSZLIXSQDV-ORZFRKGWSA-N |
Properties
| Boiling Point | 1650.8±65.0°C at 760 mmHg |
| Density | 1.3±0.1 g/cm3 |
Reference Reading
1. Streptocidins A-D, novel cyclic decapeptide antibiotics produced by Streptomyces sp. Tü 6071. I. Taxonomy, fermentation, isolation and biological activities
K Gebhardt, R Pukall, H P Fiedler J Antibiot (Tokyo). 2001 May;54(5):428-33. doi: 10.7164/antibiotics.54.428.
Four novel cyclic homodecapetide antibiotics, streptocidins A-D were detected in the mycelium extract of Streptomyces sp. Tü 6071 by HPLC-diode-array and HPLC-electrospray-mass-spectrometry screening. The peptides which were closely related in structure to the tyrocidines and gramicidins of Bacillus brevis show antibiotic activities against Gram-positive bacteria.
2. Streptocidins A-D, novel cyclic decapeptide antibiotics produced by Streptomyces sp. Tü 6071. II. Structure elucidation
A Höltzel, R W Jack, G J Nicholson, G Jung, K Gebhardt, H P Fiedler, R D Süssmuth J Antibiot (Tokyo). 2001 May;54(5):434-40. doi: 10.7164/antibiotics.54.434.
The structures of the new antibiotics streptocidins A approximately D were elucidated as cyclic decapeptides cyclo[L-Val1-L-Orn2-L-Leu3-D-Phe4-L-Pro5-L-Leu6-X7-L-Asn8-L-Gln9-X10] with X7=D-Trp (A, B, C) or D-Phe (D) and X10=L-Tyr (A), L-Trp (B, D), or D-Trp (C). The amino acid composition (including the configuration) of the substances was determined by chiral-phase GC-MS of the hydrolysates. The sequences were established by EDMAN degradation following linearisation of the cyclic peptides upon treatment with LiAlH4. NMR spectroscopic studies of streptocidins C and D confirmed the proposed sequences and provided conformational data which indicate a molecular topology of streptocidins C and D similar to those of tyrocidine A and gramicidin S.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
