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C4895

Sigma-Aldrich

Cephalexin Hydrat

first-generation cephalosporin antibiotic

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About This Item

Empirische Formel (Hill-System):
C16H17N3O4S · xH2O
CAS-Nummer:
1820673-23-1
Molekulargewicht:
347.39 (anhydrous basis)
Beilstein:
965503
EG-Nummer:
239-773-6
MDL-Nummer:
MFCD00056877
UNSPSC-Code:
51282503
PubChem Substanz-ID:
24278316
NACRES:
NA.85

Qualitätsniveau

200

Form

powder

pKa 

5.2
7.3

Wirkungsspektrum von Antibiotika

Gram-negative bacteria
Gram-positive bacteria

Wirkungsweise

cell wall synthesis | interferes

Lagertemp.

2-8°C

SMILES String

S1C2N(C(=C(C1)C)C(=O)O)C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3.O

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

InChIKey

AVGYWQBCYZHHPN-FNOHQHCYSA-N

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Allgemeine Beschreibung

Chemical structure: ß-lactam

Anwendung

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. Wirkung

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.

Sonstige Hinweise

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

Piktogramme

Health hazard
GHS08

Signalwort

Danger

H-Sätze

H317,H334

Gefahreneinstufungen

Resp. Sens. 1 - Skin Sens. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Analysenzertifikate (COA)

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William T Gray et al.
Cell, 177(6), 1632-1648 (2019-06-01)
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Hiroshi Kodaira et al.
The Journal of pharmacology and experimental therapeutics, 339(3), 935-944 (2011-09-22)
This study investigated the impact of the active efflux mediated by P-glycoprotein (P-gp) and breast cancer resistance protein (Bcrp) at the blood-brain barrier (BBB) on the predictability of the unbound brain concentration (C(u,brain)) by the concentration in the cerebrospinal fluid
Alexander Perniss et al.
Scientific reports, 8(1), 5681-5681 (2018-04-11)
Several species of the Gram-negative genus Bordetella are the cause of respiratory infections in mammals and birds, including whooping cough (pertussis) in humans. Very recently, a novel atypical species, Bordetella pseudohinzii, was isolated from laboratory mice. These mice presented no
Steven D Coon et al.
American journal of physiology. Gastrointestinal and liver physiology, 305(10), G678-G684 (2013-09-28)
Glucose-dependent insulinotropic polypeptide (GIP) secreted from jejunal mucosal K cells augments insulin secretion and plays a critical role in the pathogenesis of obesity and Type 2 diabetes mellitus. In recent studies, we have shown GIP directly activates Na-glucose cotransporter-1 (SGLT1)
Tomoko Sugiura et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(6), 1181-1188 (2008-03-07)
Gastrointestinal (GI) absorption of certain therapeutic agents is thought to be mediated by solute carrier (SLC) transporters, although minimal in vivo evidence has been reported. Here, we show key roles of postsynaptic density 95/disk-large/ZO-1 (PDZ) domain-containing protein, PDZK1, as a
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