(+)-6-Aminopenicillanic acid(6-APA) - 2mM in DMSO , CAS No.551-16-6

CAS: 551-16-6 Cat. No.: A424698 Peso molecular: 216.26 Beilstein Registry Number: 15080 Número EC: 208-993-4
Disponible para pedir
GRADE & PURITY 2mM in DMSO
Synonyms
FLUCLOXACILLIN SODIUM MONOHYDRATE IMPURITY C [EP IMPURITY] | PHENOXYMETHYLPENICILLIN IMPURITY C [EP IMPURITY] | SR-01000640154-1 | Flucloxacillin impurity C, European Pharmacopoeia (EP) Reference Standard | NSC-50071 | SULBACTAM SODIUM IMPURITY B [EP IMPU
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1ml
A424698-1ml
2

47,90US$

69,90US$
Guardar 22,00 US$ (31.47%)
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Why this grade

2mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 11 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Sinónimos
FLUCLOXACILLIN SODIUM MONOHYDRATE IMPURITY C [EP IMPURITY] | PHENOXYMETHYLPENICILLIN IMPURITY C [EP IMPURITY] | SR-01000640154-1 | Flucloxacillin impurity C, European Pharmacopoeia (EP) Reference Standard | NSC-50071 | SULBACTAM SODIUM IMPURITY B [EP IMPU
Especificaciones y pureza
2mM in DMSO
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Nombres e identificadores
Sonrisas canónicasCC1(C(N2C(S1)C(C2=O)N)C(=O)O)C
IUPAC Name(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
InChIKeyNGHVIOIJCVXTGV-ALEPSDHESA-N
INCHI1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1
Isómeros SMILES CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N)C(=O)O)C
WGK Alemania 2
RTECS XH8225000
Peso molecular 216.26
Beilstein 15080
Reaxy-Rn 613675
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=613675&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClaseCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree Nodes Peptides
Direct ParentDipeptides
Alternative Parents Alpha amino acids and derivatives  Penams  Thiazolidines  Tertiary carboxylic acid amides  Amino acids  Azetidines  Thiohemiaminal derivatives  Monocarboxylic acids and derivatives  Azacyclic compounds  Dialkylthioethers  Carboxylic acids  Carbonyl compounds  Hydrocarbon derivatives  Monoalkylamines  Organic oxides  Organopnictogen compounds  
Molecular FrameworkAliphatic heteropolycyclic compounds
Substituents Alpha-dipeptide - Alpha-amino acid or derivatives - Penam - Beta-lactam - Tertiary carboxylic acid amide - Thiazolidine - Amino acid or derivatives - Azetidine - Amino acid - Carboxamide group - Lactam - Carboxylic acid - Azacycle - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Dialkylthioether - Hemithioaminal - Thioether - Amine - Primary aliphatic amine - Organic nitrogen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Primary amine - Organopnictogen compound - Organic oxide - Carbonyl group - Aliphatic heteropolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
External Descriptors penicillanic acids
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
SLC15A1 Tchem Oligopeptide transporter small intestine isoform (922 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC22A8 Tclin Solute carrier family 22 member 8 (241 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Proteus mirabilis (3894 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus mutans (2687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc15a2 Oligopeptide transporter, kidney isoform (114 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc22a6 Solute carrier family 22 member 6 (141 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
mecA MecA (155 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
Rotación específica [α]275° (C=1.2,0.1mol/L HCl)
Punto de fusión (°C)198-200°C
Peso molecular216.260 g/mol
XLogP3-2.100
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass216.057 Da
Monoisotopic Mass216.057 Da
Topological Polar Surface Area109.000 Ų
Heavy Atom Count14
Formal Charge0
Complexity318.000
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referencias
1. Yixiang Cai, Hong Yu, Liheng Ren, Yingjuan Ou, Shilin Jiang, Youzheng Chai, Anwei Chen, Binghua Yan, Jiachao Zhang, Zhiyong Yan.  (2023)  Treatment of amoxicillin-containing wastewater by Trichoderma strains selected from activated sludge.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:36642266] [10.1016/j.scitotenv.2023.161565]
2. Chang Sun, Jian Lu, Yilin Wu, Minjia Meng, Chao Yu, Zeqing Dong, Muning Chen, Yongsheng Yan, Yan Sun.  (2020)  Imitated Core-Shell Molecularly Imprinted Membranes for Selective Separation Applications: A Synergetic Strategy by Polydopamine and SiO2.  Journal of the Taiwan Institute of Chemical Engineers,      [PMID:] [10.1016/j.jtice.2020.10.016]
3. Yanyan Zhao, Huanxian Shi, Xiaoyun Hu, Enzhou Liu, Jun Fan.  (2019)  Fabricating CsPbX3/CN heterostructures with enhanced photocatalytic activity for penicillins 6-APA degradation.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2019.122692]
4. Zhang Xiao-Li, Zong Min-Hua, Li Ning.  (2016)  Penicillin acylase-catalyzed synthesis of N-bromoacetyl-7-aminocephalosporanic acid, the key intermediate for the production of cefathiamidine.  Bioresources and Bioprocessing,  (1): (1-8).  [PMID:27917366] [10.1186/s40643-016-0127-3]
5. Yuan-Ting Li, Lu-Lu Qu, Da-Wei Li, Qi-Xia Song, Farkhondeh Fathi, Yi-Tao Long.  (2012)  Rapid and sensitive in-situ detection of polar antibiotics in water using a disposable Ag–graphene sensor based on electrophoretic preconcentration and surface-enhanced Raman spectroscopy.  BIOSENSORS & BIOELECTRONICS,      [PMID:23287654] [10.1016/j.bios.2012.12.005]
6. Wen-Yuan Fan, Xin Zhang, Dong-Hua Xie, Kenneth Mei Yee Leung, Guo-Ping Sheng.  (2024)  Cerium-based nanohydrolase for fast catalytic hydrolysis of β-lactam antibiotics in wastewater effluents.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:39644848] [10.1016/j.jhazmat.2024.136800]
7. Qing-Pu Zhang, Hua-Wen Peng, Hui Ma, Yu-Ling Sun, Qiang Zhao, Chuan-Feng Chen, Chun Zhang.  (2024)  Porous triptycene network nanofilms with high molecular sieving accuracy for antibiotics separation.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2024.123060]
8. Jia-Jia He, Wen-Yong Yang, Pan-Pan Zhang, Yang Feng, Miao-Miao Jia, Zhen Chen, Zi-Meng Xu, Si-Yuan Yang, Ming Xue, Yi Li.  (2025)  Fabrication of solvent-tolerant nanofiltration membranes through thermal-stimulated crosslinking for efficient molecular separation in water/solvent solutions.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2025.124200]
9. Yanan Bu, Jiji Fan, Shengli Lu, Xiuqiong Chen, Huiqiong Yan, Qiang Lin.  (2026)  Chemically Modified Alginate Grafted Penicillanic Acid Derivatives for Antibacterial Electrospun Composite Nanofibers: Electrospinnability, Drug Delivery and Cytocompatibility.  BIOMACROMOLECULES,      [PMID:41688375] [10.1021/acs.biomac.6c00044]
10. Jiji Fan, Yanan Bu, Lei Huang, Xiuqiong Chen, Huiqiong Yan, Qiang Lin.  (2026)  Electrospun multilayer nanofibers with modified antibacterial alginate derivative for enhanced spinnability and drug sustained release.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:41759382] [10.1016/j.colsurfb.2026.115566]
11. Xiuqiong Chen, Jiayi Liu, Jiji Fan, Yanan Bu, Qian Wang, Huiqiong Yan, Changjiang Yu, Qiang Lin.  (2026)  Self-Assembly of Alginate-Grafted Penicillanic Acid Derivatives into Antibacterial Micelles for Controlled Drug Delivery.  ACS Omega,      [PMID:] [10.1021/acsomega.5c10841]
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