Rhea - reaction knowledgebase

Enzymes

UniProtKB ^help_outline	1 proteins
Enzyme class ^help_outline	EC 2.4.2.27 dTDP-dihydrostreptose--streptidine-6-phosphate dihydrostreptosyltransferase
GO Molecular Function ^help_outline	GO:0047282 dTDP-dihydrostreptose-streptidine-6-phosphate dihydrostreptosyltransferase activity

Reaction participants Show >> << Hide

Name ^help_outline dTDP-L-dihydrostreptose Identifier CHEBI:57631 Charge -2 Formula C16H24N2O15P2 InChIKey^help_outline LOULRGSWJAXPFN-RJJWCKLQSA-L SMILES^help_outline C[C@@H]1OC(OP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H](C[C@@H]2O)n2cc(C)c(=O)[nH]c2=O)[C@H](O)[C@@]1(O)CO 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 streptidine 6-phosphate Identifier CHEBI:60106 Charge 0 Formula C8H19N6O7P InChIKey^help_outline UUUGVWGQJIFFRM-FUHDGFEASA-N SMILES^help_outline NC(=[NH2+])N[C@@H]1[C@@H](O)[C@H](O)[C@@H](OP([O-])([O-])=O)[C@H](NC(N)=[NH2+])[C@H]1O 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 O-(1→4)-α-L-dihydrostreptosyl-streptidine 6-phosphate Identifier CHEBI:58082 Charge 0 Formula C14H29N6O11P InChIKey^help_outline RUBKAAVMXLSLAZ-UVTYLADFSA-N SMILES^help_outline C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](OP([O-])([O-])=O)[C@H](NC(N)=[NH2+])[C@@H](O)[C@@H]2NC(N)=[NH2+])[C@H](O)[C@@]1(O)CO 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 dTDP Identifier CHEBI:58369 Charge -3 Formula C10H13N2O11P2 InChIKey^help_outline UJLXYODCHAELLY-XLPZGREQSA-K SMILES^help_outline Cc1cn([C@H]2C[C@H](O)[C@@H](COP([O-])(=O)OP([O-])([O-])=O)O2)c(=O)[nH]c1=O 2D coordinates Mol file for the small molecule Search links Involved in 32 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Name ^help_outline H⁺ Identifier CHEBI:15378 Charge 1 Formula H InChIKey^help_outline GPRLSGONYQIRFK-UHFFFAOYSA-N SMILES^help_outline [H+] 2D coordinates Mol file for the small molecule Search links Involved in 9,521 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule

Cross-references

	RHEA:24392	RHEA:24393	RHEA:24394	RHEA:24395
Reaction direction	undefined	left-to-right	right-to-left	bidirectional
UniProtKB ^help_outline	1 proteins
EC numbers ^help_outline	2.4.2.27
Gene Ontology ^help_outline	GO:0047282
KEGG ^help_outline				R04222
MetaCyc ^help_outline		2.4.2.27-RXN

Publications

Biosynthesis of streptomycin. Purification and properties of a dTDP-L-dihydrostreptose: streptidine-6-phosphate dihydrostreptosyltransferase from Streptomyces griseus.

Kniep B., Grisebach H.

dTDP-L-dihydrostreptose: streptidine-6-phosphate dihydrostreptosyltransferase, an enzyme involved in the biosynthesis of streptomycin, has been purified from Streptomyces griseus to near homogeneity by a six-step procedure involving chromatography on streptidine-6-phosphate-Sepharose. By gel filtr ... >> More

dTDP-L-dihydrostreptose: streptidine-6-phosphate dihydrostreptosyltransferase, an enzyme involved in the biosynthesis of streptomycin, has been purified from Streptomyces griseus to near homogeneity by a six-step procedure involving chromatography on streptidine-6-phosphate-Sepharose. By gel filtration the apparent Mr of the enzyme was found to be about 63 000. The subunit Mr found on sodium dodecylsulfate gels is about 35 000. The transferase is dependent on Mn2+ or Mg2+ ions. Co2+ is as effective as Mg2+. From the substrates tested only streptidine 6-phosphate was an acceptor for dihydrostreptose in the synthesis of O-alpha-L-dihydrostreptose(1 leads to 4)-streptidine 6-phosphate. No activity was found with streptidine, 2-deoxystreptamine and 4-deoxy-streptamine. The activity of the transferase in the course of fermentation runs parallel to the activity of dTDP-dihydrostreptose synthase and reaches a maximum after around 50 h of fermentation, just before appearance of streptomycin in the medium. << Less

Eur J Biochem 105:139-144(1980) [PubMed] [EuropePMC]

RHEA:24392 dTDP-L-dihydrostreptose + streptidine 6-phosphate = O-(1->4)-alpha-L-dihydrostreptosyl-streptidine 6-phosphate + dTDP + H(+)

Enzymes

Reaction participants Show >> << Hide

Cross-references

Publications

Biosynthesis of streptomycin. Purification and properties of a dTDP-L-dihydrostreptose: streptidine-6-phosphate dihydrostreptosyltransferase from Streptomyces griseus.