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Chemical Structure| 55750-61-3 Chemical Structure| 55750-61-3
Chemical Structure| 55750-61-3

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Maleimidoacetic acid N-hydroxysuccinimide ester is a nonclaevable heterobifunctional crosslinker with NHS ester and maleimide groups that allows covalent conjugation of amine- and sulfhydryl-containing molecules.

Synonyms: AMAS

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Product Details of Maleimidoacetic acid N-hydroxysuccinimide ester

CAS No. :55750-61-3
Formula : C10H8N2O6
M.W : 252.18
SMILES Code : O=C(ON1C(CCC1=O)=O)CN2C(C=CC2=O)=O
Synonyms :
AMAS
MDL No. :MFCD00133523
InChI Key :TYKASZBHFXBROF-UHFFFAOYSA-N
Pubchem ID :3299229

Safety of Maleimidoacetic acid N-hydroxysuccinimide ester

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Maleimidoacetic acid N-hydroxysuccinimide ester

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 55750-61-3 ]

[ 55750-61-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 55750-61-3 ]
  • [ 1115-74-8 ]
  • N-[(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-L-valyl-L-alanine [ No CAS ]
YieldReaction ConditionsOperation in experiment
41% With triethylamine; In N,N-dimethyl-formamide; at 20℃; for 8h; N-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-<strong>[1115-74-8]L-valyl-L-alanine</strong> 100 mg (0.531 mmol) of <strong>[1115-74-8]L-valyl-L-alanine</strong> and 134 mg (0.531 mmol) of 1-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}-1H-pyrrole-2,5-dione were dissolved in 3 ml of dimethylformamide, and 0.150 ml (1.1 mmol) of triethylamine were added. The reaction mixture was stirred at RT for 8 h. The reaction mixture was purified directly by preparative RP-HPLC (column: Reprosil 250*30; 10mu, flow rate; 50 ml/min, MeCN/water). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 71.5 mg (41% of theory) of the title compound. LC-MS (Method 1): Rt=0.42 min; MS (ESIpos): m/z=326 (M+H)+.
With triethylamine; N-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-<strong>[1115-74-8]L-valyl-L-alanine</strong> 100 mg (0.531 mmol) of <strong>[1115-74-8]L-valyl-L-alanine</strong> and 134 mg (0.531 mmol) of 1-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}-1H-pyrrole-2,5-dione were dissolved in 3 ml of dimethylformamide, and 0.150 ml (1.1 mmol) of triethylamine were added. The reaction mixture was stirred at RT for 8 h. The reaction mixture was purified directly by preparative RP-HPLC (column: Reprosil 250*30; 10mu, flow rate: 50 ml/min, MeCN/water). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 71.5 mg (41% of theory) of the title compound. LC-MS (Method 1): Rt=0.42 min; MS (ESIpos): m/z=326 (M+H)+.
  • 2
  • [ 55750-61-3 ]
  • [ 1115-74-8 ]
  • N-[(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetyl]-L-valyl-L-alanyl-S-{2-[(3-aminopropyl) {(1R)-1-[1-benzyl-4-(2,5-difluorophenyl)-1H-pyrrol-2-yl]-2,2-dimethylpropyl}amino]-2-oxoethyl}-L-cysteine [ No CAS ]
 

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