CAS 41906-86-9

Nitrocefin

Description:

Nitrocefin is a synthetic chromogenic substrate primarily used for the detection of beta-lactamase enzymes, which are produced by certain bacteria to confer resistance to beta-lactam antibiotics. It is characterized by its ability to undergo a color change upon hydrolysis by these enzymes, making it a valuable tool in microbiology for identifying bacterial resistance. Nitrocefin is a yellow-orange compound that turns red upon cleavage of its beta-lactam ring, indicating the presence of beta-lactamase activity. This property allows for rapid and visual assessment of enzyme activity in clinical samples. The compound is soluble in water and organic solvents, facilitating its use in various laboratory settings. Nitrocefin's specificity and sensitivity make it an essential reagent in antibiotic resistance studies and the development of new antimicrobial agents. Its CAS number, 41906-86-9, is used for precise identification in chemical databases and regulatory contexts. Overall, Nitrocefin plays a crucial role in understanding and combating antibiotic resistance in pathogenic bacteria.

Formula: C₂₁H₁₆N₄O₈S₂

InChI: InChI=1S/C21H16N4O8S2/c26-16(9-14-2-1-7-34-14)22-17-19(27)23-18(21(28)29)12(10-35-20(17)23)4-3-11-5-6-13(24(30)31)8-15(11)25(32)33/h1-8,17,20H,9-10H2,(H,22,26)(H,28,29)/b4-3+/t17-,20-/m1/s1

InChI key: InChIKey=LHNIIDJCEODSHA-OQRUQETBSA-N

SMILES: C(O)(=O)C=1N2[C@@]([C@H](NC(CC3=CC=CS3)=O)C2=O)(SCC1/C=C/C4=C(N(=O)=O)C=C(N(=O)=O)C=C4)[H]

Synonyms:

• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(1E)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-, (6R,7R)-
• 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-, [6R-[3(E),6α,7β]]-
• Nitrocefin
• (6R,7R)-3-[(1E)-2-(2,4-Dinitrophenyl)ethenyl]-8-oxo-7-[(2-thienylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Nitrocefin

CAS: 41906-86-9

Nitrocefin

Formula: C₂₁H₁₆N₄O₈S₂

Purity: ≥90%

Color and Shape: very dark orange solid

Molecular weight: 516.50g/mol

Ref: 54-BIN0140

Nitrocefin

CAS: 41906-86-9

Formula: C₂₁H₁₆N₄O₈S₂

Purity: (NMR) ≥ 90%

Color and Shape: Yellow to orange powder or crystals

Molecular weight: 516.50

Ref: 7W-GA7337

Nitrocefin-d4

CAS: 41906-86-9

Formula: C₂₁H₁₂D₄N₄O₈S₂

Molecular weight: 520.52

Ref: 4Z-N-156002

Nitrocefin

CAS: 41906-86-9

Formula: C₂₁H₁₆N₄O₈S₂

Molecular weight: 516.50

Ref: 4Z-N-156001

Nitrocefin

CAS: 41906-86-9

Nitrocefin is an antibiotic. It being sensitive to hydrolysis by all lactamases produced by gram-positive and gram-negative bacteria.

Formula: C₂₁H₁₆N₄O₈S₂

Purity: 90.09% - 98.22%

Color and Shape: Solid

Molecular weight: 516.5

Ref: TM-T19709

Nitrocefin (>90%)

CAS: 41906-86-9

Stability Hygroscopic, Unstable in Solution
Applications Nitrocefin is a chromogenic β-lactamase substrate that undergoes colour change from yellow to red as the amide bond in the β-Lactam ring is hydrolyzed by β-lactamase. Nitrocefin undergoes colour changes induced by lactamases produced by Gram-positive and Gram-negative bacteria. Several studies have utilized the colour changing properties of Nitrocefin for the detection of β-lactamase activity from bacterial cell extracts by isoelectric focusing and spectroscopy. Nitrocefin has also been used in studies involving β-lactamase resistant antibiotics.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Yang, H., et al.: Biochem., 51, 3839 (2012); El, Z., et al.: J. Pure. Applied. Microbiol, 5, 511 (2011); Nguyen, H.M., et al.: J. Chem. Info. Modeling., 51, 3226 (2011);

Formula: C₂₁H₁₆N₄O₈S₂

Purity: >90%

Color and Shape: Dark Yellow To Dark Red

Molecular weight: 516.50

Ref: TR-N493815

Nitrocefin

CAS: 41906-86-9

Chromogenic cephalosporin substrate for the detection of beta-lactamase activity

Formula: C₂₁H₁₆N₄O₈S₂

Purity: Min. 90 Area-%

Color and Shape: Yellow Orange Powder

Molecular weight: 516.51 g/mol

Ref: 3D-EN46644