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1,3,6',2''-tetra-N-benzyloxycarbonyl-kanamycin A is a chemical derivative of kanamycin A, an aminoglycoside antibiotic. 1,3,6',2''-tetra-N-benzyloxycarbonyl-kanamycin A is characterized by the presence of four benzyloxycarbonyl groups attached to the nitrogen atoms at positions 1, 3, 6', and 2''. The benzyloxycarbonyl (Z) group is a protecting group used in organic synthesis to prevent unwanted side reactions, particularly in peptide synthesis. In the context of kanamycin A, the addition of these groups modifies the molecule's reactivity and solubility, which can be beneficial for various applications such as drug development, chemical research, and the study of its antibiotic properties. The tetra-N-benzyloxycarbonyl-kanamycin A is thus a modified version of the parent compound, with potential implications for its stability, activity, and pharmacokinetics.

5605-66-3

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5605-66-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5605-66-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,6,0 and 5 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 5605-66:
(6*5)+(5*6)+(4*0)+(3*5)+(2*6)+(1*6)=93
93 % 10 = 3
So 5605-66-3 is a valid CAS Registry Number.

5605-66-3Relevant academic research and scientific papers

Synthesis, separation, and characterization of amphiphilic sulfated oligosaccharides enabled by reversed-phase ion pairing LC and LC-MS methods

Fenner, Amanda M.,Kerns, Robert J.

, p. 2792 - 2800 (2011)

Synthesis of amphiphilic oligosaccharides is problematic because traditional methods for separating and purifying oligosaccharides, including sulfated oligosaccharides, are generally not applicable to working with amphiphilic sugars. We report here RPIP-L

Selective modification of the 3′′-amino group of kanamycin prevents significant loss of activity in resistant bacterial strains

Santana, Andrés G.,Zárate, Sandra G.,Asensio, Juan Luis,Revuelta, Julia,Bastida, Agatha

, p. 516 - 525 (2016/01/12)

Aminoglycosides are highly potent, wide-spectrum bactericidals. N-1 modification of aminoglycosides has thus far been the best approach to regain bactericidal efficiency of this class of antibiotics against resistant bacterial strains. In the present stud

Selective inhibition of bacterial and human topoisomerases by N-arylacyl O-sulfonated aminoglycoside derivatives

Fenner, Amanda M.,Oppegard, Lisa M.,Hiasa, Hiroshi,Kerns, Robert J.

supporting information, p. 470 - 474 (2013/07/11)

Numerous therapeutic applications have been proposed for molecules that bind heparin-binding proteins. Development of such compounds has primarily focused on optimizing the degree and orientation of anionic groups on a scaffold, but utility of these polya

Regioselective modification of amino groups in aminoglycosides based on cyclic carbamate formation

Chen, Guihui,Pan, Pan,Yao, Yun,Chen, Ying,Meng, Xiangbao,Li, Zhongjun

, p. 9078 - 9087 (2008/12/22)

Conditions for regioselective introduction of cyclic carbamate into per-N-Cbz neamine and per-N-Cbz kanamycin A have been found. The position and number of cyclic carbamate formed in these two aminoglycosides was controllable. On the base of selective cyclic carbamate formation, regioselective modification on N-1, N-6′ or both amino groups in neamine, and on N-6′, N-3″ or both amino groups in kanamycin A was achieved by ring-opening reaction with amines. A new neamine dimer linked at the N-1 was also synthesized with this method.

A HIGHLY SELECTIVE N-PROTECTION STRATEGY FOR THE PREPARATION OF 1-N-ALKYLATED KANAMYCIN ANTIBIOTICS

Thomas, Michael B.,Williams, Michael T.

, p. 4981 - 4984 (2007/10/02)

An O to N acyl migration technique has been used to selectively acetylate the amino groups of the aminosugar rings of kanamycins A and B, leaving the amino groups on the 2-deoxy-streptamine ring unprotected.A formylation-deformylation process then convert

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