803529

BMPH (N-(β-maleimidopropionic acid) hydrazide, trifluoroacetic acid salt)

• Formule empirique (notation de Hill) : C₇H₉N₃O₃ · CF₃CO₂H
• Poids moléculaire : 297.19
• Code UNSPSC : 12352200
• ID de substance PubChem : 329768815
• Nomenclature NACRES : NA.22

Propriétés

• Essai: ≥90%
• Forme: powder
• Poids mol.: 297.19
• Pertinence de la réaction: reagent type: cross-linking reagent
• Conditions de stockage: desiccated
• Solubilité: water: soluble
• Groupe fonctionnel: hydrazide; maleimide
• Conditions d'expédition: ambient
• Température de stockage: 2-8°C
• Chaîne SMILES: [NH3+]NC(CCN1C(C=CC1=O)=O)=O.[O-]C(C(F)(F)F)=O
• InChI: 1S/C7H9N3O3.C2HF3O2/c8-9-5(11)3-4-10-6(12)1-2-7(10)13;3-2(4,5)1(6)7/h1-2H,3-4,8H2,(H,9,11);(H,6,7)
• Clé InChI: BADCXPKRBUEEMA-UHFFFAOYSA-N

Description

Description générale

BMPH, EMCH and KMUH are heterobifunctional crosslinkers containing sulfhydryl-reactive maleimide and carbonyl-reactive hydrazide moieties. Maleimides react with free sulfhydryls (-SH) to form stable thioether bonds. Hydrazide groups react with carbonyls (aldehydes and ketones) to form stable hydrazone bonds. Aldehyde groups can be created by periodate-oxidation of sialic acid and other sugar components of glycoprotein polysaccharides. Thus, these crosslinkers are useful for conjugating glycoproteins and sulfhydryl-containing peptides or proteins. Alternatively, the amine of the hydrazide moiety can be reacted to carboxyl groups using the crosslinker EDC.

Caractéristiques et avantages

• Reactive groups: maleimide and hydrazide
• Reactive towards: sulfhydryl groups and carbonyl (aldehyde) groups
• Short (8.1A), sulfhydryl-to-aldehyde crosslinker with simple spacer arm (noncleavable)
• Maleimide group reacts with sulfhydryl groups to form stable thioether linkages
• Hydrazide group conjugates to oxidized sugars of glycoproteins and carbohydrates
• Use sodium meta-periodate to oxidize glycosylation (e.g., sialic acid) to reactive aldehyde groups
• Use with EDC to conjugate primary amine of hydrazide group to carboxyl groups

Attention

This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable