394815
N-Maleoyl-β-alanine
97%
Synonym(s):
3-Maleimidopropionic acid, N-(2-Carboxyethyl)maleimide
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All Photos(6)
About This Item
Empirical Formula (Hill Notation):
C7H7NO4
CAS Number:
Molecular Weight:
169.13
Beilstein:
1528952
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
powder
greener alternative product score
old score: 18
new score: 7
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greener alternative product characteristics
Less Hazardous Chemical Syntheses
Safer Solvents and Auxiliaries
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.
sustainability
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mp
103-106 °C (lit.)
greener alternative category
storage temp.
2-8°C
SMILES string
OC(=O)CCN1C(=O)C=CC1=O
InChI
1S/C7H7NO4/c9-5-1-2-6(10)8(5)4-3-7(11)12/h1-2H,3-4H2,(H,11,12)
InChI key
IUTPJBLLJJNPAJ-UHFFFAOYSA-N
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General description
N-Maleoyl-β-alanine (3-maleimidopropanoic acid) is an aliphatic N-substituted maleimide. It is one of the component of the stabilizing solution for EC145 (a folate-targeted vinca alkaloid conjugate) used in rodent pharmacokinetic studies.
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Application
N-Maleoyl-β-alanine (3-maleimidopropanoic acid, N-(2-carboxyethyl)maleimide)) is the suitable reagent used in the following studies:
- To decrease the biotin binding affinity of Avd(S16C) (avidin with a single point mutation S16C).
- As a side chain reactive agent to modify tryptic peptides that result in mass shifts indicating the presence of cysteine residues.
- To preblock Xenopus laevis oocytes for exposed cysteines used as an expression system in the study of conformational changes in cASIC1a Receptors.
- As a protective agent for keratin fiber in high temperature process.
- As a non-cleavable maleimido moiety during the synthesis of tetrawalled molecular umbrella-octaarginine conjugates.
- Synthesis of organotin carboxylates of N-Maleoyl-β-alanine.
- To functionalize the gold surfaces to interact with cysteine-modified peptide.
- Preparation of cross-linked dextran–poly(ethylene glycol) hydrogel substrate.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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