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

  • ≥96%
Item Number
B596906
Grouped product items
SKUSizeAvailabilityPrice 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

SynonymsM2337 | 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 TempStore at -20°C
Shipped InIce chest + Ice pads
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.

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)
InChi Key NCPQROHLJFARLL-UHFFFAOYSA-N
Canonical SMILES C1=CC(=O)N(C1=O)CCCC(=O)O
Isomeric SMILES C1=CC(=O)N(C1=O)CCCC(=O)O
WGK Germany 3
PubChem CID 3404904
Molecular Weight 183.16
Beilstein 1455876
Reaxy-Rn 1455876

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Melt Point(°C)96 °C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3
Reaxy-Rn 1455876

Related Documents

Citations of This Product(7)

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,    (15):   [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,  674  (131990).  [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,    (2301244).  [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,  39  (22): (7660–7671).  [PMID:37219917] [10.1021/acs.langmuir.3c00439]
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).  [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]

References

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,    (15):   [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,  674  (131990).  [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,    (2301244).  [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,  39  (22): (7660–7671).  [PMID:37219917] [10.1021/acs.langmuir.3c00439]
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).  [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]

Solution Calculators