Kanamycin A | CAS#59-01-8 | antibiotics

MedKoo Cat#: 329685 | Name: Kanamycin A

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Kanamycin, also known as kanamycin A, is an aminoglycoside bacteriocidal antibiotic, available in by mouth, intravenous, and intramuscular forms, and used to treat a wide variety of infections. Kanamycin is isolated from the bacterium Streptomyces kanamyceticus and its most commonly used form is kanamycin sulfate. Kanamycin interacts with the 30S subunit of prokaryotic ribosomes. It gives birth to substantial amounts of mistranslation and indirectly inhibits translocation during protein synthesis.

Chemical Structure

Kanamycin A

CAS#59-01-8 (free base)

Theoretical Analysis

MedKoo Cat#: 329685

Name: Kanamycin A

CAS#: 59-01-8 (free base)

Chemical Formula: C18H36N4O11

Exact Mass: 484.2381

Molecular Weight: 484.50

Elemental Analysis: C, 44.62; H, 7.49; N, 11.56; O, 36.32

Price and Availability

Size	Price	Availability	Quantity
100mg	USD 250.00	2 Weeks
250mg	USD 450.00	2 Weeks

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Related CAS #

25389-94-0 (sulfate) 59-01-8 (free base) 11025-65-3 19079-03-9 64013-69-0 936337-76-7

Synonym

Kanamycin A; Kanamycin free base; Kantrex; Kanamycine

IUPAC/Chemical Name

(2R,3S,4S,5R,6R)-2-(aminomethyl)-6-(((1R,2R,3S,4R,6S)-4,6-diamino-3-(((2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-2-hydroxycyclohexyl)oxy)tetrahydro-2H-pyran-3,4,5-triol

InChi Key

SBUJHOSQTJFQJX-NOAMYHISSA-N

InChi Code

InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1

SMILES Code

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

Appearance

Solid powder

Purity

>95% (or refer to the Certificate of Analysis

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2941.90.1010

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 484.50 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Robati RY, Arab A, Ramezani M, Langroodi FA, Abnous K, Taghdisi SM. Aptasensors for quantitative detection of kanamycin. Biosens Bioelectron. 2016 Aug 15;82:162-72. doi: 10.1016/j.bios.2016.04.011. Epub 2016 Apr 5. Review. PubMed PMID: 27085947. 2: Qin X, Yin Y, Yu H, Guo W, Pei M. A novel signal amplification strategy of an electrochemical aptasensor for kanamycin, based on thionine functionalized graphene and hierarchical nanoporous PtCu. Biosens Bioelectron. 2016 Mar 15;77:752-8. doi: 10.1016/j.bios.2015.10.050. Epub 2015 Oct 23. Review. PubMed PMID: 26513281. 3: Guo W, Sun N, Qin X, Pei M, Wang L. A novel electrochemical aptasensor for ultrasensitive detection of kanamycin based on MWCNTs-HMIMPF6 and nanoporous PtTi alloy. Biosens Bioelectron. 2015 Dec 15;74:691-7. doi: 10.1016/j.bios.2015.06.081. Epub 2015 Jul 10. Review. PubMed PMID: 26208174. 4: Feng Y, Liu S, Wang Q, Wang L, Tang S, Wang J, Lu W. Rapid diagnosis of drug resistance to fluoroquinolones, amikacin, capreomycin, kanamycin and ethambutol using genotype MTBDRsl assay: a meta-analysis. PLoS One. 2013;8(2):e55292. doi: 10.1371/journal.pone.0055292. Epub 2013 Feb 1. Review. PubMed PMID: 23383320; PubMed Central PMCID: PMC3562191. 5: Yin Z, Kng W. [Research progress of acute kanamycin sulfate-induced deafness in guinea pig]. Lin Chung Er Bi Yan Hou Tou Jing Wai Ke Za Zhi. 2012 May;26(10):478-80. Review. Chinese. PubMed PMID: 22870728. 6: Georghiou SB, Magana M, Garfein RS, Catanzaro DG, Catanzaro A, Rodwell TC. Evaluation of genetic mutations associated with Mycobacterium tuberculosis resistance to amikacin, kanamycin and capreomycin: a systematic review. PLoS One. 2012;7(3):e33275. doi: 10.1371/journal.pone.0033275. Epub 2012 Mar 29. Review. PubMed PMID: 22479378; PubMed Central PMCID: PMC3315572. 7: Kanamycin. Tuberculosis (Edinb). 2008 Mar;88(2):117-8. doi: 10.1016/S1472-9792(08)70012-X. Review. PubMed PMID: 18486046. 8: Hoffmann JJ. EDTA-induced pseudo-neutropenia resolved with kanamycin. Clin Lab Haematol. 2001 Jun;23(3):193-6. Review. PubMed PMID: 11553062. 9: Nap JP, Bijvoet J, Stiekema WJ. Biosafety of kanamycin-resistant transgenic plants. Transgenic Res. 1992 Nov;1(6):239-49. Review. PubMed PMID: 1301215. 10: Lemieux RU, Bock K. The conformations of the Lewis blood group determinants, sucrose and kanamycin A. Jpn J Antibiot. 1979 Dec;32 Suppl:S163-77. Review. PubMed PMID: 95123. 11: Brewer NS. Antimicrobial agents--Part II. The aminoglycosides: streptomycin, kanamycin, gentamicin, tobramycin, amikacin, neomycin. Mayo Clin Proc. 1977 Nov;52(11):675-9. Review. PubMed PMID: 336988. 12: Clark CH. Clinical uses of kanamycin, neomycin and streptomycin. Mod Vet Pract. 1977 Oct;58(10):845-50. Review. PubMed PMID: 73127. 13: Okamoto N, Suzuki Y. [Chloramphenicol, dihydrostreptomycin and kanamycin inactivating enzymes of R-factor resistant bacteria]. Nihon Saikingaku Zasshi. 1970 Nov;25(11):581-90. Review. Japanese. PubMed PMID: 4923678. 14: Bunn PA. Kanamycin. Med Clin North Am. 1970 Sep;54(5):1245-56. Review. PubMed PMID: 4919151. 15: Kuznetsova SM, Fomina IP, Navashin SM. [Kanamycin in the treatment of suppurative-septic infections]. Antibiotiki. 1970 Apr;15(4):360-74. Review. Russian. PubMed PMID: 4926437. 16: Kuznetsova SM, Fomina IP, Navashin SM. [Kanamycin in the treatment of suppurative-septic infections]. Antibiotiki. 1970 Apr;15(4):360-74. Review. Russian. PubMed PMID: 4924723. 17: Baker GL. Management of neonatal bacterial infections. Rx: continual alertness, specific treatment, and ampicillin with kanamycin until the culture reports are back. Clin Pediatr (Phila). 1969 Oct;8(10):575-9. Review. PubMed PMID: 4899101. 18: Simon HJ. Streptomycin, kanamycin, neomycin and paromomycin. Pediatr Clin North Am. 1968 Feb;15(1):73-83. Review. PubMed PMID: 4866908. 19: Donomae I. [Clinical evaluation of kanamycin in the last 10 years]. Nihon Ishikai Zasshi. 1967 Dec 15;58(12):1397-400. Review. Japanese. PubMed PMID: 4875598. 20: Sorensen AW. [Kanamycin. A review]. Ugeskr Laeger. 1966 Sep 1;128(35):1011-6. Review. Danish. PubMed PMID: 5330594.

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