4-Maleimidobutyric Acid - ≥98% , CAS No.57078-98-5

CAS: 57078-98-5 Cat. No.: M122236 Peso molecular: 183.16 Beilstein Registry Number: 1455876 Número EC: 611-461-8
Disponible para pedir
GRADE & PURITY ≥98%
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
Storage
Store at 2-8°C,Argon charged
Shipped In
Wet ice
Application
227,228,229
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1g
M122236-1g
3

14,90US$

22,90US$
Guardar 8,00 US$ (34.93%)
5g
M122236-5g
3

23,90US$

35,90US$
Guardar 12,00 US$ (33.43%)
10g
M122236-10g
1

41,90US$

62,90US$
Guardar 21,00 US$ (33.39%)
25g
M122236-25g
1

83,90US$

125,90US$
Guardar 42,00 US$ (33.36%)
Enter a quantity for the sizes you want to add.
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Why this grade

≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.

📋

Quality documents

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

📚

Literature proof

Cited in 10 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Gamma-maleimidobutyric acid may be used as a spacer in the construction of drug and other types of bioconjugates. 4-Maleimidobutyric acid is used with N-hydroxysuccinimide ester as a bifunctional cross-linking agent. Modification reagent for thiol groups in proteins

Specifications

Sinónimos
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
Especificaciones y pureza
≥98%
Mecanismos bioquímicos y fisiológicos
SH-label for the modification of peptides and proteins1; Used for the preparation of a new bleomycin analog for enzyme immunoassay (EIA); probe for membrane SH-groups
Condiciones de almacenamiento de almacenamiento
Store at 2-8°C, Argon charged
Enviado en
Wet ice
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Pureza
≥98%
Nombres e identificadores
Pubchem Sid488194386
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488194386
Sonrisas canónicasC1=CC(=O)N(C1=O)CCCC(=O)O
IUPAC Name4-(2,5-dioxopyrrol-1-yl)butanoic acid
InChIKeyNCPQROHLJFARLL-UHFFFAOYSA-N
INCHI1S/C8H9NO4/c10-6-3-4-7(11)9(6)5-1-2-8(12)13/h3-4H,1-2,5H2,(H,12,13)
Isómeros SMILES C1=CC(=O)N(C1=O)CCCC(=O)O
WGK Alemania 3
Peso molecular 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=

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
SuperclassLipids and lipid-like molecules
ClaseFatty Acyls
SubclassFatty acids and conjugates
Intermediate Tree Nodes Not available
Direct ParentHeterocyclic 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 FrameworkAliphatic 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
DescripciónThis 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
Estructura 3D
Modelo de Estructura Química Interactiva





Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

9 results found

Lot NumberCertificate TypeFechaArticulo
K1814172Certificate of AnalysisJun 15, 2026 M122236
K2119411Certificate of AnalysisSep 04, 2025 M122236
B23021190Certificate of AnalysisDec 02, 2022 M122236
B23021217Certificate of AnalysisDec 02, 2022 M122236
B23021232Certificate of AnalysisDec 02, 2022 M122236
B2303058Certificate of AnalysisDec 02, 2022 M122236
B2303059Certificate of AnalysisDec 02, 2022 M122236
B23031214Certificate of AnalysisDec 02, 2022 M122236
K2223285Certificate of AnalysisOct 22, 2021 M122236
Propiedades químicas y físicas
SolubilidadSoluble in Methanol
Sensibilidadmoisture sensitive
Punto de fusión (°C)96 °C
Peso molecular183.160 g/mol
XLogP30.400
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass183.053 Da
Monoisotopic Mass183.053 Da
Topological Polar Surface Area74.700 Ų
Heavy Atom Count13
Formal Charge0
Complexity264.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
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. 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,      [PMID:37978937] [10.1021/acs.jafc.3c05898]
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,      [PMID:] [10.1016/j.colsurfa.2023.131990]
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,      [PMID:37318159] [10.1002/advs.202301244]
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,      [PMID:37219917] [10.1021/acs.langmuir.3c00439]
5. Xuedi Zhang, Xue Zhao, Zheng Hua, Shanghua Xing, Jiaxuan Li, Siyuan Fei, Mingqian Tan.  (2022)  ROS-triggered self-disintegrating and pH-responsive astaxanthin nanoparticles for regulating the intestinal barrier and colitis.  BIOMATERIALS,      [PMID:36495803] [10.1016/j.biomaterials.2022.121937]
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).  [PMID:35672752] [10.1186/s12951-022-01480-z]
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).  [PMID:32254698] [10.1039/C8TB01791C]
8. Ling Wang, Jie Li, Danya Zhang, Songwei Tan, Guiying Jiang, Xueqian Wang, Fei Li, Ying Zhou, Pingbo Chen, Rui Wei, Ling Xi.  (2025)  TMTP1-Modified Polymeric Micelles for the Inhibition of Ovarian Cancer Metastasis and Recurrence through Enhanced Photothermal-Immunotherapy.  Materials Today Bio,      [PMID:40487160] [10.1016/j.mtbio.2025.101825]
9. Na Li, Ying Wang, Ling Yuan, Shuang Peng, Zhansheng Hu, Baoquan Wang, Dan Zhang, Longxiang Su, Huiping Wu.  (2025)  Mitochondrial energy reprogramming via dECM/GP@EVs@Gpnmb to prevent post-myocardial infarction heart failure.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.165274]
10. Sanjiang Du, Hanlin Wang, Feiyang Geng, Zongxu Zhang, Chenghao Liu, Weiyue Lu, Gang Wei.  (2025)  Skin-penetrating peptides derived from computational simulation improve transdermal absorption and facilitate topical treatment of melanoma.  Acta Pharmaceutica Sinica B,      [PMID:41685147] [10.1016/j.apsb.2025.12.026]
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