M2786
3-Maleimidobenzoic acid N-hydroxysuccinimide ester
crystalline
동의어(들):
MBS
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제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C15H10N2O6
CAS 번호:
Molecular Weight:
314.25
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1505254
Form:
crystalline
form
crystalline
Quality Level
reaction suitability
reagent type: cross-linking reagent
mp
175-177 °C (lit.)
solubility
DMSO: ≤20 mg/mL
functional group
NHS ester, maleimide
storage temp.
−20°C
SMILES string
O=C1CCC(N1OC(C2=CC=CC(N3C(C=CC3=O)=O)=C2)=O)=O
InChI
1S/C15H10N2O6/c18-11-4-5-12(19)16(11)10-3-1-2-9(8-10)15(22)23-17-13(20)6-7-14(17)21/h1-5,8H,6-7H2
InChI key
LLXVXPPXELIDGQ-UHFFFAOYSA-N
General description
may require addition of solvent to coupling buffer to at least 5% to maintain solubility
Application
3-Maleimidobenzoic acid N-hydroxysuccinimide ester (MBS) has been used as a protein cross-linker. It has been used for the stabilization of actin filaments in plant tissue samples.
3-Maleimidobenzoic acid N-hydroxysuccinimide ester has been used:
- in the fixation of pollen in Arabidopis
- as a component of Murashige and Skoog (MS) medium to stabilize F-actin in Eucalyptus root hairs
- in the fixation of F-actin labelled pollen tubes of Lilium davidii
Heterobifunctional crosslinking reagent reactive toward primary amine and sulfhydryl. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.0, followed by coupling to compounds containing sulfhydryl by thioether at same pH. Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.
Biochem/physiol Actions
3-Maleimidobenzoic acid N-hydroxysuccinimide is used as a fixative for the preservation of pollen tube F-actin distribution. It imposes less damage when used on pollen tubes.
Other Notes
The aryl maleimide is less stable than alkyl maleimide linkers.
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Garzon J
Journal of Pharmacology and Experimental Therapeutics, 281, 549-557 (1997)
Martina Nagel et al.
Development (Cambridge, England), 145(13) (2018-06-10)
The leading-edge mesendoderm (LEM) of the Xenopus gastrula moves as an aggregate by collective migration. However, LEM cells on fibronectin in vitro show contact inhibition of locomotion by quickly retracting lamellipodia upon mutual contact. We found that a fibronectin-integrin-syndecan module
Jeong Hwan Seong et al.
Genes, 9(7) (2018-07-04)
The 14-3-3 family of proteins performs key regulatory functions in phosphorylation-dependent signaling pathways including cell survival and proliferation, apoptosis, regulation of chromatin structure and autophagy. In this study, the zeta isoform of 14-3-3 proteins (designated as Tm14-3-3ζ) was identified from