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- Name help_outline streptomycin Identifier CHEBI:58007 Charge 3 Formula C21H42N7O12 InChIKeyhelp_outline UCSJYZPVAKXKNQ-HZYVHMACSA-Q SMILEShelp_outline C[NH2+][C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]1[C@@H](O[C@@H](C)[C@]1(O)C=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]1NC(N)=[NH2+] 2D coordinates Mol file for the small molecule Search links Involved in 6 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline ATP Identifier CHEBI:30616 (Beilstein: 3581767) help_outline Charge -4 Formula C10H12N5O13P3 InChIKeyhelp_outline ZKHQWZAMYRWXGA-KQYNXXCUSA-J SMILEShelp_outline Nc1ncnc2n(cnc12)[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O 2D coordinates Mol file for the small molecule Search links Involved in 1,284 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline 3''-O-adenylylstreptomycin Identifier CHEBI:58605 Charge 2 Formula C31H53N12O18P InChIKeyhelp_outline XXCKFFAFJMNLBC-YSLWDUGSSA-P SMILEShelp_outline C[NH2+][C@@H]1[C@@H](O[C@@H](CO)[C@H](O)[C@H]1OP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1cnc2c(N)ncnc12)O[C@H]1[C@@H](O[C@@H](C)[C@]1(O)C=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]1NC(N)=[NH2+] 2D coordinates Mol file for the small molecule Search links Involved in 1 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline diphosphate Identifier CHEBI:33019 (Beilstein: 185088) help_outline Charge -3 Formula HO7P2 InChIKeyhelp_outline XPPKVPWEQAFLFU-UHFFFAOYSA-K SMILEShelp_outline OP([O-])(=O)OP([O-])([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 1,139 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:20245 | RHEA:20246 | RHEA:20247 | RHEA:20248 | |
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| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
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Publications
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Resistance factor-mediated streptomycin resistance.
Harwood J.H., Smith D.H.
Resistance (R) factor-mediated streptomycin (Sm) resistance differs from classical, high-level, chromosome-borne Sm resistance in its dominance over sensitivity and in the level of its effectiveness (in Escherichia coli approximately 25 mug/ml versus >2,000 mug/ml). In addition, an R factor-contai ... >> More
Resistance (R) factor-mediated streptomycin (Sm) resistance differs from classical, high-level, chromosome-borne Sm resistance in its dominance over sensitivity and in the level of its effectiveness (in Escherichia coli approximately 25 mug/ml versus >2,000 mug/ml). In addition, an R factor-containing strain, unlike high-level Sm-resistant bacteria, showed an inoculum effect with respect to its level of Sm resistance. Crude extracts of this strain destroyed the inhibitory activity of Sm and bluensomycin (Blue) on in vitro protein synthesis. The ribosomes from this strain proved to be sensitive to Sm in vitro. The requirements for in vitro inactivation of Sm (and Blue) were determined to be: extract, adenosine triphosphate or deoxyadenosinetriphosphate, and Mg(++). Chromatographic techniques with radioisotopes revealed the formation of an inactivated form of Sm containing adenosine (or deoxyadenosine), phosphate, and Sm in equimolar amounts. The adenylate moiety is coupled to the streptobiosamine residue, rather than to the streptidine ring, of the Sm molecule. The adenylating enzyme, which is not induced by Sm, is located in the periplasmic space of the R factor-containing strain. << Less