Ampicillin-d5(Mixture of Diastereomers)

• CAT Number: C000389
• CAS Number: 1426173-65-0
• Molecular Formula: C₁₆H₁₄D₅N₃O₄S
• Molecular Weight: 354.44
• Purity: ≥95%
• Synonyms: (2S,5R,6R)-6-[[(2RS)-2-Amino-2-(phenyl-d5)acetyl]amino]-3,3-dimethyl-7
• Target: Bacterial
• Solubility: Aqueous Acid (Slightly),Methanol (Slightly), Water (Slightly, Sonicated)
• Appearance: White to Pale Yellow Solid
• Storage: -20°C, Hygroscopic
• IUPAC Name: (2S,5R,6R)-6-[[(2R)-2-amino-2-(2,3,4,5,6-pentadeuteriophenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
• InChI: InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1/i3D,4D,5D,6D,7D
• InChIKey: AVKUERGKIZMTKX-IEEUEUFMSA-N
• SMILES: [2H]C1=C(C(=C(C(=C1[2H])[2H])[C@H](C(=O)N[C@H]2[C@@H]3N(C2=O)[C@H](C(S3)(C)C)C(=O)O)N)[2H])[2H]

Ampicillin-d5 (mixture of diastereomers)（Cat No.:C000389）is a labeled version of the antibiotic ampicillin, where five hydrogen atoms in the molecule are replaced with deuterium (the heavier isotope of hydrogen). This isotopic substitution allows for more precise tracking and quantification in scientific studies, such as pharmacokinetics, metabolism, and drug interactions. Ampicillin-d5 retains the antimicrobial activity of ampicillin, targeting bacterial cell wall synthesis to treat a variety of bacterial infections. Its use in research helps in understanding the behavior of ampicillin in the body and optimizing its therapeutic applications.

Reference

Ivashkiv, E., et al.: Anal. Profiles Drug Subs., 2, 1 (1973), Campoli-Richards, D.M., et al.: Drugs, 33, 577 (1987), Sill, M. L., et al.: Antimicrob. Agents Chemother., 52, 1551 (2008),