CAS 29701-07-3

D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-, sulfate (1:1)

Description:

D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-, sulfate (1:1) is a complex glycoside with notable structural features that contribute to its biological activity. This compound is characterized by its glycosidic linkages, which involve multiple sugar moieties, specifically deoxy and amino sugars, indicating its potential role in antibiotic activity. The presence of sulfate groups suggests that it may have enhanced solubility and reactivity in biological systems. D-Streptamine is primarily known for its role as a component of certain aminoglycoside antibiotics, which are effective against a range of bacterial infections. Its structure allows for interactions with bacterial ribosomes, inhibiting protein synthesis and thereby exerting its antimicrobial effects. The compound's stereochemistry, particularly the α-configuration of the glucopyranosyl units, is crucial for its biological function. Overall, D-streptamine's unique structural characteristics contribute to its pharmacological properties and its significance in medicinal chemistry.

Formula: C₁₈H₃₇N₅O₁₀·H₂O₄S

InChI: InChI=1S/C18H37N5O10.H2O4S/c19-2-6-11(26)12(27)9(23)17(30-6)32-15-4(20)1-5(21)16(14(15)29)33-18-13(28)8(22)10(25)7(3-24)31-18;1-5(2,3)4/h4-18,24-29H,1-3,19-23H2;(H2,1,2,3,4)/t4-,5+,6+,7+,8-,9+,10+,11+,12+,13+,14-,15+,16-,17+,18+;/m0./s1

InChI key: InChIKey=YGTPKDKJVZOVCO-KELBJJLKSA-N

SMILES: S(=O)(=O)(O)O.O([C@H]1[C@H](O)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](N)[C@H]2O)[C@H](N)C[C@@H]1N)[C@H]3O[C@H](CN)[C@@H](O)[C@H](O)[C@H]3N

Synonyms:

• (1R,2S,3S,4R,6S)-4,6-diamino-3-[(3-amino-3-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
• (1R,2S,3S,4R,6S)-4,6-diamino-3-[(3-amino-3-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside sulfate (1:1)
• (1R,2S,4R,6S)-4,6-diamino-3-[(3-amino-3-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-3-amino-3-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→6)-O-[2,6-diamino-2,6-dideoxy-α-<smallcap>D</span>-glucopyranosyl-(1→4)]-2-deoxy-, sulfate (1:1)
• Aminodeoxykanamycin sulfate
• Bekanamycin Sulfate
• Kanamycin B sulfate salt
• Kanamycin B, sulfate (1:1) (salt)
• Kanendomycin sulfate
• D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-, sulfate (1:1)
• Kanamycin B sulfate

KANAMYCIN B SULFATE CRS

CAS: 29701-07-3

KANAMYCIN B SULFATE CRS

Formula: C₁₈H₃₇N₅O₁₀

Molecular weight: 483.5139

Ref: 41-K0100000

Bekanamycin sulfate

CAS: 29701-07-3

Bekanamycin sulfate is an agent of bioactive chemicals.

Formula: C₁₈H₃₉N₅O₁₄S

Purity: 98%

Color and Shape: Solid

Molecular weight: 581.59

Ref: TM-T20171

kanamycin B (Sulfate)

CAS: 29701-07-3

Formula: C₁₈H₃₇N₅O₁₀H₂O₄S

Molecular weight: 483.52 : 98.07

Ref: ST-EA-CP-K6005

Kanamycin B Sulfate

Controlled Product

CAS: 29701-07-3

Applications Antibiotic complex produced by Streptomyces kanamyceticus Okami & Umezawa from Japanese soil. Comprised of three components, kanamycin A, the major component, and kanamycins B and C, two minor congeners. Antibacterial.
References Ito, et al.: J. Antibiot., 17, 189 (1964), Toda, S., et al.: J. Antibiot., 30, 1002 (1977), Claes, P.J., et al.: Anal. Profiles Drug. Subs., 6, 259 (1977),

Formula: C₁₈H₃₇N₅O₁₀·H₂O₄S

Color and Shape: Beige

Molecular weight: 581.59

Ref: TR-K137515

Kanamycin B sulfate

CAS: 29701-07-3

Kanamycin B sulfate is a growth regulator that inhibits the activity of protein synthesis and DNA synthesis in bacteria. It binds to the 16S ribosomal RNA of bacteria, inhibiting protein synthesis and the production of proteins vital for cell division. Kanamycin B sulfate has been shown to have an inhibitory effect on human immunodeficiency virus type-1 (HIV-1) infection in a model system. The structure of kanamycin B sulfate was determined by powder x-ray diffraction, which showed that it is a crystalline material with a molecular weight of 524.3 Da. Kanamycin B sulfate is also an aminoglycoside antibiotic with anti-viral properties, which can be used as antiviral agents against virus type 1 (HIV).

Formula: C₁₈H₃₇N₅O₁₀·H₂SO₄

Purity: Min. 95%

Molecular weight: 581.59 g/mol

Ref: 3D-FK167628