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Amikacin disulfate - ≥97%, high purity , Bacterial 70S ribosome inhibitor, CAS No.39831-55-5, Bacterial 70S ribosome inhibitor

4 Citations COA COA
    Grade & Purity:
  • ≥97%
In stock
Item Number
A129422
Grouped product items
SKU Size
Availability
 Price Qty
A129422-1g
1g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$159.90
A129422-5g
5g
2
$643.90
A129422-10g
10g
2
$1,159.90
A129422-25g
25g
2
$2,608.90
A129422-100g
100g
2
$9,389.90
Wish List
Bulk Order  SDS  DATASHEET  Specification Sheet

Aminoglycoside antibiotic agent. Kanamycin A derivative.

View related series
Anti-infection (2803) Antibiotic (1629) Bacterial (3013)

Basic Description

Synonyms Chemacin | O-3-Amino-3-deoxy-alpha-D-glucopyranosyl-(1-4)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-6))-N(sup 3)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-L-streptamine sulfate (1:2) | Amikacin sulfate, United States Pharmacopeia (USP) Reference Standard |
Specifications & Purity ≥97%
Biochemical and Physiological Mechanisms Amikacin disulfate, also known as BB-K 8, is an aminoglycoside antibiotic that is active against gram-negative bacteria. The activity of Amikacin is similar to that of Kanamycin and Gentamicin. Amikacin has been used in different types of renal studies. W
Storage Temp Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Action Type INHIBITOR
Mechanism of action Bacterial 70S ribosome inhibitor
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Amikacin sulfate binds to 16S rRNA (bacterial 30S ribosome), causing misreading of mRNA and supressing proteins synthesis.
An aminoglycoside antibiotic that is active against gram-negative bacteria

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic oxygen compounds
Class Organooxygen compounds
Subclass Carbohydrates and carbohydrate conjugates
Intermediate Tree Nodes Aminosaccharides - Aminoglycosides - Aminocyclitol glycosides - 2-deoxystreptamine aminoglycosides
Direct Parent 4,6-disubstituted 2-deoxystreptamines
Alternative Parents O-glycosyl compounds  Aminocyclitols and derivatives  Cyclohexanols  Cyclohexylamines  Oxanes  Organic sulfuric acids  Monosaccharides  1,3-aminoalcohols  1,2-aminoalcohols  Propargyl-type 1,3-dipolar organic compounds  Acetals  Polyols  Carboximidic acids  Oxacyclic compounds  Primary alcohols  Organopnictogen compounds  Hydrocarbon derivatives  Monoalkylamines  Organic oxides  
Molecular Framework Aliphatic heteromonocyclic compounds
Substituents 4,6-disubstituted 2-deoxystreptamine - Glycosyl compound - O-glycosyl compound - Aminocyclitol or derivatives - Cyclohexanol - Cyclohexylamine - Sulfuric acid - Oxane - Cyclitol or derivatives - Monosaccharide - Organic sulfuric acid or derivatives - Cyclic alcohol - 1,3-aminoalcohol - Secondary alcohol - 1,2-aminoalcohol - Propargyl-type 1,3-dipolar organic compound - Oxacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Polyol - Acetal - Carboximidic acid - Carboximidic acid derivative - Hydrocarbon derivative - Organopnictogen compound - Primary aliphatic amine - Organic oxide - Organonitrogen compound - Organic nitrogen compound - Amine - Alcohol - Primary alcohol - Primary amine - Aliphatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as 4,6-disubstituted 2-deoxystreptamines. These are 2-deoxystreptamine aminoglycosides that a glycosidically linked to a pyranose of furanose unit at the C4- and C6-positions.
External Descriptors aminoglycoside sulfate salt

Associated Targets(non-human)

Pseudomonas fluorescens (1630 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]-2-hydroxybutanamide;sulfuric acid
INCHI InChI=1S/C22H43N5O13.2H2O4S/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21;2*1-5(2,3)4/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36);2*(H2,1,2,3,4)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+;;/m0../s1
InChIKey FXKSEJFHKVNEFI-GCZBSULCSA-N
Smiles C1C(C(C(C(C1NC(=O)C(CCN)O)OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(C(C(C(O3)CN)O)O)O)N.OS(=O)(=O)O.OS(=O)(=O)O
Isomeric SMILES C1[C@@H]([C@H]([C@@H]([C@H]([C@@H]1NC(=O)[C@H](CCN)O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)N)O)O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CN)O)O)O)N.OS(=O)(=O)O.OS(=O)(=O)O
Alternate CAS 37517-28-5
PubChem CID 38351
Molecular Weight 781.76
Beilstein 6172633

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

16 results found

Lot Number Certificate Type Date Item
E2515058 Certificate of Analysis May 21, 2025 A129422
B2328482 Certificate of Analysis Apr 18, 2025 A129422
A2508169 Certificate of Analysis Jan 17, 2025 A129422
B2328484 Certificate of Analysis Dec 17, 2024 A129422
B2328483 Certificate of Analysis Dec 17, 2024 A129422
B2328486 Certificate of Analysis Dec 17, 2024 A129422
C2222197 Certificate of Analysis Jan 05, 2024 A129422
C2222195 Certificate of Analysis Jan 05, 2024 A129422
H2423028 Certificate of Analysis Jan 05, 2024 A129422
K2120065 Certificate of Analysis Sep 15, 2023 A129422
K2120062 Certificate of Analysis Sep 15, 2023 A129422
I2117043 Certificate of Analysis Jul 14, 2023 A129422
C2222189 Certificate of Analysis Feb 23, 2022 A129422
C2222215 Certificate of Analysis Feb 23, 2022 A129422
C2222196 Certificate of Analysis Feb 23, 2022 A129422
B2209121 Certificate of Analysis Feb 12, 2022 A129422

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Chemical and Physical Properties

Solubility Soluble in water (50 mg/ml), DMSO (<1 mg/ml at 25 °C), and ethanol (<1 mg/ml at 25 °C). Insoluble in acetone
Sensitivity Sensitive to humidity and heat
Specific Rotation[α] +76.0 to +84.0 deg(C=1, water)(calcd.onanh.substance)
Melt Point(°C) 220-230°C
Molecular Weight 781.800 g/mol
XLogP3
Hydrogen Bond Donor Count 17
Hydrogen Bond Acceptor Count 25
Rotatable Bond Count 10
Exact Mass 781.22 Da
Monoisotopic Mass 781.22 Da
Topological Polar Surface Area 498.000 Ų
Heavy Atom Count 50
Formal Charge 0
Complexity 900.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 16
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 3

Citations of This Product

How to Cite Aladdin Scientific Products?
1. Lu Qi, Shanshan Liu, Zhen Yan, Min Qiao, Haonan Peng, Liping Ding.  (2024)  A cross-reactive fluorescent ensemble based on perylene derivative/surfactant assemblies for discrimination of multiple aminoglycoside antibiotics in aqueous solution.  JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY,  446  (115128). 
2. Ye Hua, Wan Tianxiang, Li Xinfu, Li Chao, He Kuo, Guo Yuanxin.  (2022)  Rapid detection of kanamycin using cooperative recognition split aptamer and graphene oxide nanosheets.  Journal of Food Measurement and Characterization,    (1-8). 
3. Zhaojie Wang, Yuanhao Qiu, Chunyan Hou, Dongdong Wang, Feifei Sun, Xiaojun Li, Feng Wang, Hong Yi, Haibo Mu, Jinyou Duan.  (2018)  Synthesis of hyaluronan-amikacin conjugate and its bactericidal activity against intracellular bacteria in vitro and in vivo.  CARBOHYDRATE POLYMERS,  181  (132). 
4. Xu Zuo, Xiaoping Guo, Dan Zhao, Yinuo Gu, Zheng Zou, Yuanyuan Shen, Chaoliang He, Caina Xu, Yan Rong, Fang Wang.  (2024)  An antibacterial, multifunctional nanogel for efficient treatment of neutrophilic asthma.  JOURNAL OF CONTROLLED RELEASE,  372  (31). 

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