Nitrocefin - ≥90% , CAS No.41906-86-9

CAS: 41906-86-9 Cat. No.: N163020 Molecular Weight: 516.5 EC Number: 636-988-0 PubChem CID: 6436140

GRADE & PURITY ≥90%

Synonyms

(6R,7R)-7-[[(E)-4-(2,4-Dinitrophenyl)-2-(2-thienyl)but-3-enoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | EWP54G0J8F | (6R,7R)-3-[(E)-2-(2,4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

Synonyms

(6R, 7R)-7-[[(E)-4-(2, 4-Dinitrophenyl)-2-(2-thienyl)but-3-enoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | EWP54G0J8F | (6R, 7R)-3-[(E)-2-(2, 4-dinitrophenyl)ethenyl]-8-oxo-7-[(2-thiophen-2-ylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]

Specifications & Purity

≥90%

Biochemical and Physiological Mechanisms

Chromogenic cephalosporin β-lactamase substrate. Indicates β-lactamase activity via a red color intensely proportional to the original concentration of Nitrocefin.

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥90%

Names and Identifiers

• Canonical Smiles: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CS3)C(=O)O)/C=C/C4=C(C=C(C=C4)[N+](=O)[O-])[N+](=O)[O-]
• Isomeric SMILES: C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CC3=CC=CS3)C(=O)O)/C=C/C4=C(C=C(C=C4)[N+](=O)[O-])[N+](=O)[O-]
• PubChem CID: 6436140
• Molecular Weight: 516.5

Associated Targets(non-human)

blaZ Beta-lactamase (285 Activities)

Discover Target: blaZ

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

nmcA Imipenem-hydrolyzing beta-lactamase (46 Activities)

Discover Target: nmcA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

blaPER-2 PER-2 beta-lactamase (51 Activities)

Discover Target: blaPER-2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

bla Beta-lactamase OXA-10 (127 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

bla Carbepenem-hydrolyzing beta-lactamase KPC (120 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

blaVIM-2 Beta-lactamase VIM-2 (381 Activities)

Discover Target: blaVIM-2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

blaVIM-4 Beta-lactamase VIM-4 (18 Activities)

Discover Target: blaVIM-4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

blaGES-13 Beta-lactamase GES-13 (25 Activities)

Discover Target: blaGES-13

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Metallo-beta-lactamase VIM-11 (37 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

blaVIM-2 Metallo-beta-lactamase VIM-2 (37 Activities)

Discover Target: blaVIM-2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

blaDIM-1 Metallo-beta-lactamase (33 Activities)

Discover Target: blaDIM-1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

pbpX Penicillin-binding protein 2X (99 Activities)

Discover Target: pbpX

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

bla OXA-48 (65 Activities)

Discover Target: bla

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

blaVIM-7 Metallo-b-lactamase (66 Activities)

Discover Target: blaVIM-7

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

sugE Efflux transporter (20 Activities)

Discover Target: sugE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

bla Class C beta-lactamase CMY-36 (20 Activities)

Discover Target: bla

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

blaIND-6 Metallo-beta-lactamase IND-6 (42 Activities)

Discover Target: blaIND-6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

blaB1 Carbapenem-hydrolyzing beta-lactamase BlaB-1 (12 Activities)

Discover Target: blaB1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO (Slightly), Methanol (Slightly)
• Sensitivity: Moisture sensitive；Light sensitive
• Melt Point(°C): >99℃
• Molecular Weight: 516.500 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 516.041 Da
• Monoisotopic Mass: 516.041 Da
• Topological Polar Surface Area: 232.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 991.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Aparna Vasudevan, Dinesh Kumar Kesavan, Liang Wu, Zhaoliang Su, Shengjun Wang, Mohan Kumar Ramasamy, Waheeta Hopper, Huaxi Xu.  (2022)  In Silico and In Vitro Screening of Natural Compounds as Broad-Spectrum β-Lactamase Inhibitors against Acinetobacter baumannii New Delhi Metallo-β-lactamase-1 (NDM-1).  Biomed Research International,      [PMID:35372567] [10.1155/2022/4230788]

2. Haonan Sun, Yunjian Yu, Yufei Zhang, Jie Li, Yijie Cheng, Siyuan Huang, Wenbo Wang, Xinge Zhang.  (2021)  Glycosylated Nanotherapeutics with β-Lactamase Reversible Competitive Inhibitory Activity Reinvigorates Antibiotics against Gram-Negative Bacteria.  BIOMACROMOLECULES,      [PMID:34164980] [10.1021/acs.biomac.1c00231]

3. Maohu Chen, Bo Qiu, Zhanlin Zhang, Shuang Xie, Yuan Liu, Tian Xia, Xiaohong Li.  (2021)  Light-triggerable and pH/lipase-responsive release of antibiotics and β-lactamase inhibitors from host-guest self-assembled micelles to combat biofilms and resistant bacteria.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.130330]

4. Dongmei Zhao, Hongru Li, Chengcheng Yue, Kaili Sun, Yuanyuan Dai, Hui Zhang, Yanyan Liu, Yufeng Gao, Jiabin Li.  (2021)  Captopril potentiated meropenem activity against MBL-producing carbapenem-resistant Klebsiella pneumoniae: in vitro and in vivo study.  JOURNAL OF INORGANIC BIOCHEMISTRY,      [PMID:33647540] [10.1016/j.jinorgbio.2021.111381]

5. Minrui Liu, Hongyuhang Ni, Ling Yang, Gang Chen, Xiaojun Yan, Xiaoyun Leng, Pu Liu, Xiangkai Li.  (2019)  Pretreatment of swine manure containing β-lactam antibiotics with whole-cell biocatalyst to improve biogas production.  Journal of Cleaner Production,      [PMID:] [10.1016/j.jclepro.2019.118070]

6. Lei Xu, Sangyu Hu, Yuzhu Pei, Yutong Zhou, Xiuli Zhang, Linlin Ding, Minhe Cui, Yonglin Zhou, Xuming Deng, Zihao Teng, Jianfeng Wang.  (2025)  Docosahexaenoic Acid-Driven Metabolic Reprogramming as an Attractive Anti-Infection Strategy to Potentiate β-Lactam Antibiotic Efficacy.  Research,      [PMID:41383405] [10.34133/research.0650]

7. Cheng Wenhui, Zhang Yuejuan, Chen Cheng, Gao Lei, Lv Yuwei, Yu Dian, Chen Bin, Wan Yi.  (2024)  Identification of α-mangostin as a potent inhibitor of β-lactamase OXA-48.  MEDICINAL CHEMISTRY RESEARCH,      [PMID:] [10.1007/s00044-023-03185-w]

8. Ru Wang, Kun Mi, Aihua Lu, Chengyang Zhang, Lei Sun, Yuxiang Chen, Yuanhu Pan, Yanfei Tao, Lingli Huang.  (2025)  Postβ-Lactamase-Inhibiting Effect of Sulbactam in Combination with Ceftriaxone on Extended-Spectrum-β-Lactamase-Producing Escherichia coli.  Antibiotics-Basel,  14  (9): (915).  [PMID:41009894] [10.3390/antibiotics14090915]

9. Shu-Fei Yuan, Xin-Jing Yue, Wei-Feng Hu, Ye Wang, Yue-Zhong Li.  (2023)  Genome-wide analysis of lipolytic enzymes and characterization of a high-tolerant carboxylesterase from Sorangium cellulosum.  Frontiers in Microbiology,      [PMID:38111649] [10.3389/fmicb.2023.1304233]

10. Wenyan Jiang, Shan Zhang, Chen Xu, Haojie Sun, Ziye Xing, Xiao Liang, Hongming He, Quanshun Li.  (2025)  Sustainable biodegradation of antibiotic residues in aqueous environment using OXA-48 β-lactamase encapsulated in spherical mesoporous covalent organic frameworks.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:40499418] [10.1016/j.jhazmat.2025.138856]

11. Hao Tang, Xiaomeng Zhao, Mengsi Sun, Jie Qi, Zhihao Huang, Yihang Zhu, Yingmin Zeng, Yong Xia, Zhi Luo, Xingyu Jiang.  (2025)  Chemically tailored anionic antibiotic adjuvants targeting divalent cations to overcome carbapenem resistance in gram-negative bacteria.  Science Advances,  11  (43):   [PMID:41124267] [10.1126/sciadv.adz0574]

12. Jing Wu, Ziqian Xiao, Yuhui Du, Minglan Luo, Jiacheng Zhang, Pei Guo, Zhipeng Chen, Binyuan Yang, Tingjian Chen.  (2025)  Generation of Stable 2’-F/OMe-RNA Aptasensors for Bacillus cereus 5/B/6 Metallo-β-Lactamase.  ACS Synthetic Biology,      [PMID:41236492] [10.1021/acssynbio.5c00547]