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4-(2,5-dioxo-2H-pyrrol-1(5H)-yl)butanoic acid - 96%, high purity , CAS No.57078-98-5

    Grade & Purity:
  • ≥96%
In stock
Item Number
B596906
Grouped product items
SKU Size
Availability
Price Qty
B596906-500mg
500mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$48.90
B596906-1g
1g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$58.90

Mal-Alkyl-acid

Basic Description

Synonyms M2337 | 4-(2,5-dioxo-2H-pyrrol-1(5H)-yl)butanoic acid | 4-Maleimidobutyric acid | 4-Maleimidobutyric acid, >=98.0% (T) | BP-21999 | A8148 | 1H-Pyrrole-1-butanoic acid, 2,5-dihydro-2,5-dioxo- | 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoic acid;4-Maleim
Specifications & Purity ≥96%
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

4-(2,5-dioxo-2H-pyrrol-1(5H)-yl)butanoic acid contains a maleimide group and a terminal carboxylic acid. The terminal carboxylic acid can be reacted with primary amine groups in the presence of activators (e.g. EDC, or DCC) to form a stable amide bond. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Fatty Acyls
Subclass Fatty acids and conjugates
Intermediate Tree Nodes Not available
Direct Parent Heterocyclic fatty acids
Alternative Parents Maleimides  N-substituted carboxylic acid imides  Pyrrolines  Dicarboximides  Monocarboxylic acids and derivatives  Carboxylic acids  Azacyclic compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic heteromonocyclic compounds
Substituents Heterocyclic fatty acid - Maleimide - Carboxylic acid imide, n-substituted - Carboxylic acid imide - Dicarboximide - Pyrroline - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organic nitrogen compound - Carbonyl group - Aliphatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as heterocyclic fatty acids. These are fatty acids containing a heterocyclic attached to the acyl chain.
External Descriptors Not available

Names and Identifiers

IUPAC Name 4-(2,5-dioxopyrrol-1-yl)butanoic acid
INCHI InChI=1S/C8H9NO4/c10-6-3-4-7(11)9(6)5-1-2-8(12)13/h3-4H,1-2,5H2,(H,12,13)
InChIKey NCPQROHLJFARLL-UHFFFAOYSA-N
Smiles C1=CC(=O)N(C1=O)CCCC(=O)O
Isomeric SMILES C1=CC(=O)N(C1=O)CCCC(=O)O
WGK Germany 3
Molecular Weight 183.16
Beilstein 1455876
Reaxy-Rn 1455876
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1455876&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Melt Point(°C) 96 °C
Molecular Weight 183.160 g/mol
XLogP3 0.400
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 4
Exact Mass 183.053 Da
Monoisotopic Mass 183.053 Da
Topological Polar Surface Area 74.700 Ų
Heavy Atom Count 13
Formal Charge 0
Complexity 264.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Jiaqi Qiu, Siyuan Xiang, Miyao Sun, Mingqian Tan.  (2023)  Preparation of Polysaccharide–Protein Hydrogels with an Ultrafast Self-Healing Property as a Superior Oral Delivery System of Probiotics.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,     
2. Hailiang Chen, Chenyu Liu, Simiao Yu, Hengjun Zhou, Farishta Shafiq, Weihong Qiao.  (2023)  αvβ3 Receptor-targeted acid-responsive controlled-release endosome escape doxorubicin-loaded liposomes for A549/ADR treatment.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,  674  (131990). 
3. Pengxu Kong, Jing Dong, Wenchao Li, Zefu Li, Rui Gao, Xiang Liu, Jingrong Wang, Qi Su, Bin Wen, Wenbin Ouyang, Shouzheng Wang, Fengwen Zhang, Shuyi Feng, Donglin Zhuang, Yongquan Xie, Guangzhi Zhao, Hang Yi, Zujian Feng, Weiwei Wang, Xiangbin Pan.  (2023)  Extracellular Matrix/Glycopeptide Hybrid Hydrogel as an Immunomodulatory Niche for Endogenous Cardiac Repair after Myocardial Infarction.  Advanced Science,    (2301244). 
4. Hailiang Chen, Chenyu Liu, Simiao Yu, Hengjun Zhou, Farishta Shafiq, Weihong Qiao.  (2023)  Acid/GSH Dual-Responsive Endosome Escape Dual Pro-drug Micelles Targeted Synergistic Treatment for A549/ADR.  LANGMUIR,  39  (22): (7660–7671). 
5. Xuedi Zhang, Xue Zhao, Zheng Hua, Shanghua Xing, Jiaxuan Li, Siyuan Fei, Mingqian Tan.  (2023)  ROS-triggered self-disintegrating and pH-responsive astaxanthin nanoparticles for regulating the intestinal barrier and colitis.  BIOMATERIALS,  292  (121937). 
6. Luo Zhenyu, Luo Lihua, Lu Yichao, Zhu Chunqi, Qin Bing, Jiang Mengshi, Li Xiang, Shi Yingying, Zhang Junlei, Liu Yu, Shan Xinyu, Yin Hang, Guan Guannan, Du Yongzhong, Cheng Ningtao, You Jian.  (2022)  Dual-binding nanoparticles improve the killing effect of T cells on solid tumor.  JOURNAL OF NANOBIOTECHNOLOGY,  20  (1): (1-13). 
7. Wen Liu, Jian Dai, Wei Xue.  (2018)  Design and self-assembly of albumin nanoclusters as a dynamic-covalent targeting co-delivery and stimuli-responsive controlled release platform.  Journal of Materials Chemistry B,  (42): (6817-6830). 

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