Basic information
- CAS
57078-98-5- Standard SMILES
O=C(O)CCCN1C(=O)C=CC1=O- InChIKey
NCPQROHLJFARLL-UHFFFAOYSA-N- Molecular formula
- C8H9NO4
- Average molar mass
- 183.16 g/mol
- Monoisotopic mass
- 183.05315777
Names & identifiers
- Preferred name
- 4-Maleimidobutyric Acid
- IUPAC
- 4-(2,5-dioxopyrrol-1-yl)butanoic acid
- English name
- 4-Maleimidobutyric acid
- Molecular formula
- C8H9NO4
- Molecular weight
- 183.16
Names & synonyms
4-Maleimidobutyric acid57078-98-5DTXSID90392183RefChem:99544DTXCID40343044611-461-84-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoic acid1H-Pyrrole-1-butanoic acid, 2,5-dihydro-2,5-dioxo-4-(2,5-dioxopyrrol-1-yl)butanoic Acid4-(2,5-dioxo-2H-pyrrol-1(5H)-yl)butanoic acidMaleimide-(CH2)3-COOHMFCD00043139
Show more names
MALEIMIDOPROPIONIC ACIDN-MALEOYL-4-AMINOBUTYRIC ACIDN-MALEOYL-GABAMal-(CH2)3-COOHRARECHEM AL CD 09134-MaleimidobutyricAci4-MALEIMIDOBUTANOIC ACID
N-(3-Carboxypropyl)maleimideBP-219994-Maleimidobutyric acid, >=98.0% (T)M2337gamma-Maleimidobutyric acid4-MaleimA8148omega-maleimidobutyric acid
Database identifiers
- CAS
57078-98-5- PubChem CID
- 3404904
- DTXSID
DTXSID90392183- UNII
- PJ96MF9P4Q
- EC Number
- 611-461-8
- Nikkaji
- J578.952D
Properties
Computed structural properties
- XLogP
- 0.4
- Topological polar surface area
- 74.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 264
Physicochemical properties
- Melting point
- 95 · 95-98 °C
- Boiling point
- 400.1 · 400.1±28.0 °C(Predicted)
- Density
- 1.395 · 1.395±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Very Slightly)
- pka
- 4.59 · 4.59±0.10(Predicted)
- form
- Solid
- color
- White to Pale Yellow
- BRN
- 1455876 · 1455876
- 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
- N1(CCCC(O)=O)C(=O)C=CC1=O
- CAS DataBase Reference
- 57078 · 57078-98-5(CAS DataBase Reference)
- FDA UNII
- 96 MF9P4Q · PJ96MF9P4Q
- UNSPSC Code
- 12352106 · 12352106
- NACRES
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (97.6%)
Safety data
- F
- 10-21
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29251900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
Chemistry & industry
Applications
Description4-(2,5-dioxo-2H-pyrrol-1(5H)-yl)butanoic acid contains a maleimide group and a terminal carboxylic acid. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) 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.
Uses4-Maleimidobutyric Acid is a short crosslinking reagent.
UsesA short crosslinking reagent Modification reagent for thiol groups in proteins Maleimide Derivatives MTS & Sulfhydryl Active Reagents
Upstream & downstream products
Upstream raw materials
Suppliers100 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司
Related reactions
16 records
Compound notes
Loading…