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Merck
CN

CDS021592

Apramycin

Synonym(s):

(2R,3R,4S,5S,6S)-5-Amino-2-((2R,3S,4R,4aR,6S,7R,8aS)-7-amino-6-((1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyloxy)-4-hydroxy-3-(me

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About This Item

Empirical Formula (Hill Notation):
C21H41N5O11
Molecular Weight:
539.58
UNSPSC Code:
12352200
PubChem Substance ID:
329794856
EC Number:
253-460-1
MDL number:
MFCD00865086

Key Documents

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InChI key

XZNUGFQTQHRASN-XQENGBIVSA-N

InChI

1S/C21H41N5O11/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31/h5-21,26-32H,2-4,22-25H2,1H3/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-/m1/s1

SMILES string

O[C@H]([C@@H]1NC)[C@](O[C@@H]2O[C@H]([C@@H](N)C3)[C@H](O)[C@@H](O)[C@@H]3N)([H])[C@@](C[C@H]2N)([H])O[C@@H]1O[C@H]([C@H](O)[C@H]4O)O[C@H](CO)[C@H]4N

description

AldrichCPR

Other Notes

Please note that Sigma-Aldrich provides this product to early discovery researchers as part of a collection of unique chemicals. Sigma-Aldrich does not collect analytical data for this product. Buyer assumes responsibility to confirm product identity and/or purity. All sales are final.
NOTWITHSTANDING ANY CONTRARY PROVISION CONTAINED IN SIGMA-ALDRICH′S STANDARD TERMS AND CONDITIONS OF SALE OR AN AGREEMENT BETWEEN SIGMA-ALDRICH AND BUYER, SIGMA-ALDRICH SELLS THIS PRODUCT "AS-IS" AND MAKES NO REPRESENTATION OR WARRANTY WHATSOEVER WITH RESPECT TO THIS PRODUCT, INCLUDING ANY (A) WARRANTY OF MERCHANTABILITY, (B) WARRANTY OF FITNESS FOR A PARTICULAR PURPOSE, OR (C) WARRANTY AGAINST INFRINGEMENT OF INTELLECTUAL PROPERTY RIGHTS OF A THIRD PARTY, WHETHER ARISING BY LAW, COURSE OF DEALING, COURSE OF PERFORMANCE, USAGE OF TRADE OR OTHERWISE.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Robeena Farzand et al.
Scientific reports, 9(1), 13892-13892 (2019-09-27)
Klebsiella pneumoniae is a human pathogen, prominent in antimicrobial-resistant and nosocomial infection. The integrative and conjugative element ICEKp1 is present in a third of clinical isolates and more prevalent in invasive disease; it provides genetic diversity and enables the spread
Mario Juhas et al.
The Journal of antimicrobial chemotherapy, 74(4), 944-952 (2019-01-11)
Widespread antimicrobial resistance often limits the availability of therapeutic options to only a few last-resort drugs that are themselves challenged by emerging resistance and adverse side effects. Apramycin, an aminoglycoside antibiotic, has a unique chemical structure that evades almost all
Joseph Groom et al.
Journal of industrial microbiology & biotechnology, 45(8), 753-763 (2018-05-29)
A limitation to the engineering of cellulolytic thermophiles is the availability of functional, thermostable (≥ 60 °C) replicating plasmid vectors for rapid expression and testing of genes that provide improved or novel fuel molecule production pathways. A series of plasmid vectors for
Dörte Falke et al.
Journal of bacteriology, 201(11) (2019-03-13)
Spores have strongly reduced metabolic activity and are produced during the complex developmental cycle of the actinobacterium Streptomyces coelicolor Resting spores can remain viable for decades, yet little is known about how they conserve energy. It is known, however, that
Masaaki Ishikawa et al.
Scientific reports, 9(1), 2410-2410 (2019-02-23)
Spread of antimicrobial resistance and shortage of novel antibiotics have led to an urgent need for new antibacterials. Although aminoglycoside antibiotics (AGs) are very potent anti-infectives, their use is largely restricted due to serious side-effects, mainly nephrotoxicity and ototoxicity. We
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