Kanamycin sulfate

Base Information

• Chemical Name: Kanamycin sulfate
• CAS No.: 3847-27-6
• Deprecated CAS: 11030-21-0,133-92-6,11033-61-7
• Molecular Formula: C₁₈H₃₆N₄O₁₁*H₂O₄S
• Molecular Weight: 582.584
• European Community (EC) Number: 246-933-9,223-347-1,684-844-0
• UNII: J80EX28SMQ
• DSSTox Substance ID: DTXSID1047524
• Wikidata: Q27107073
• NCI Thesaurus Code: C76152
• RXCUI: 1300476
• Metabolomics Workbench ID: 53239
• ChEMBL ID: CHEMBL1446
• Mol file: 3847-27-6.mol

Synonyms:Kanamycin;Kanamycin A;Kanamycin Sulfate;Kantrex

Chemical Property of Kanamycin sulfate

Chemical Property:

• Boiling Point: 809.5°Cat760mmHg
• Flash Point: 443.4°C
• PSA: 365.59000
• Density: g/cm³
• LogP: -4.06220
• Hydrogen Bond Donor Count: 13
• Hydrogen Bond Acceptor Count: 19
• Rotatable Bond Count: 6
• Exact Mass: 582.20543769
• Heavy Atom Count: 38
• Complexity: 720

Purity/Quality:

99% ^*data from raw suppliers

Kanamycindisulfate forbiochemistry ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(C(C(C1N)OC2C(C(C(C(O2)CN)O)O)O)O)OC3C(C(C(C(O3)CO)O)N)O)N.OS(=O)(=O)O
• Isomeric SMILES: C1[C@H]([C@@H]([C@H]([C@@H]([C@H]1N)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CN)O)O)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)N)O)N.OS(=O)(=O)O

Technology Process of Kanamycin sulfate

There total 4 articles about Kanamycin sulfate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2'-oxokanamycin → kanamycin A sulfate + Kanamycin A sulfate (3847-27-6,25389-94-0,64013-70-3,81129-79-5,84278-20-6,94108-19-7,94237-36-2,133-92-6)

Guidance literature:

With sodium tetrahydroborate; at 4 ℃; Tris buffer;

DOI:10.1002/anie.201108122

Reference yield:

kananmycin B (4696-76-8) → Kanamycin A sulfate (3847-27-6,25389-94-0,64013-70-3,81129-79-5,84278-20-6,94108-19-7,94237-36-2,133-92-6)

Guidance literature:

kananmycin B; With diammonium iron(II) sulfate hexahydrate; His-tagged α-ketoglutarate-dependent nonheme iron dioxygenase; His-tagged NADPH-dependent reductase; potassium chloride; oxygen; α-ketoglutarate; glycerol; NADPH; for 42h; pH=7.55; Tris buffer; Enzymatic reaction;

stereoselective reaction;

DOI:10.1002/anie.201108122

Reference yield:

kananmycin B (4696-76-8) → kanamycin A sulfate + Kanamycin A sulfate (3847-27-6,25389-94-0,64013-70-3,81129-79-5,84278-20-6,94108-19-7,94237-36-2,133-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diammonium iron(II) sulfate hexahydrate; His-tagged α-ketoglutarate-dependent nonheme iron dioxygenase; potassium chloride; oxygen; α-ketoglutarate; glycerol / 48 h / pH 7.63 / Tris buffer; Enzymatic reaction

2: sodium tetrahydroborate / 4 °C / Tris buffer

With sodium tetrahydroborate; diammonium iron(II) sulfate hexahydrate; His-tagged α-ketoglutarate-dependent nonheme iron dioxygenase; potassium chloride; oxygen; α-ketoglutarate; glycerol;

DOI:10.1002/anie.201108122

upstream raw materials:

kananmycin B

Downstream raw materials:

tetra-N-ethoxycarbonylkanamycin A

C₃₅H₅₂N₆O₁₇S^(2-)*H₂O₄S*2Na⁽¹⁺⁾

di-tert-butyl ((1S,3R,4S,5R,6R)-4-(((2S,3R,4S,5S,6R)-4-((tert-butoxycarbonyl)amino)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-(((2R,3R,4S,5S,6R)-6-(((tert-butoxycarbonyl)amino)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-5-hydroxycyclohexane-1,3-diyl)dicarbamate

6'-acetylkanamycin

Refernces

• 1、 -. "Method for apparatus for a defined serumfree medical solution useful for corneal preservation". . . Retrieved 2008/06/13.