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C4895

Sigma-Aldrich

Cephalexin hydrate

first-generation cephalosporin antibiotic

Empirical Formula (Hill Notation):
C16H17N3O4S · xH2O
CAS Number:
Molecular Weight:
347.39 (anhydrous basis)
Beilstein:
965503
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85

Quality Level

form

powder

pKa 

5.2
7.3

Mode of action

cell wall synthesis | interferes

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

storage temp.

2-8°C

InChI

1S/C16H17N3O4S.H2O/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23);1H2/t10-,11-,15?;/m1./s1

InChI key

AVGYWQBCYZHHPN-FNOHQHCYSA-N

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Related Categories

General description

Chemical structure: ß-lactam

Application

Cephalexin is a cephalosporin antibiotic used to study the effect of expression, binding, and inhibition of PBP3 and other penicillin-binding proteins (PBPs) on bacterial cell wall mucopeptide synthesis.

Biochem/physiol Actions

Cephalexin disrupts the synthesis of the peptidoglycan layer of bacterial cell walls which is responsible for cell wall structural integrity. Peptidoglycan synthesis is facilitated by transpeptidases known as penicillin-binding proteins (PBPs). PBPs bind to the D-Ala-D-Ala at the end of muropeptides (peptidoglycan precursors) to crosslink the peptidoglycan. Cephalexin antibiotics mimic the D-Ala-D-Ala site, thereby competitively inhibiting PBP crosslinking of peptidoglycan.

Other Notes

Storage of this product should be in airtight containers and protected from light.

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Alexander Perniss et al.
Scientific reports, 8(1), 5681-5681 (2018-04-11)
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Hiroshi Kodaira et al.
The Journal of pharmacology and experimental therapeutics, 339(3), 935-944 (2011-09-22)
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William T Gray et al.
Cell, 177(6), 1632-1648 (2019-06-01)
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