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M5525

4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester

≥98%, powder

Synonym(s):

N-Succinimidyl 4-(maleimidomethyl)cyclohexanecarboxylate, SMCC

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Pack SizeSKUAvailabilityPrice
5 mg
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$41.50
25 mg
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$124.00
100 mg
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$385.00

About This Item

Empirical Formula (Hill Notation):
C16H18N2O6
CAS Number:
Molecular Weight:
334.32
UNSPSC Code:
12352103
NACRES:
NC.07
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1555271
Assay:
≥98%
Form:
powder

$41.50


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Quality Segment

assay

≥98%

form

powder

reaction suitability

reagent type: linker

mp

180-182 °C (lit.)

solubility

chloroform: 50 mg/mL, DMF: soluble

functional group

NHS ester

shipped in

wet ice

storage temp.

−20°C

SMILES string

O=C(ON1C(CCC1=O)=O)C2CCC(CN3C(C=CC3=O)=O)CC2

InChI

1S/C16H18N2O6/c19-12-5-6-13(20)17(12)9-10-1-3-11(4-2-10)16(23)24-18-14(21)7-8-15(18)22/h5-6,10-11H,1-4,7-9H2

InChI key

JJAHTWIKCUJRDK-UHFFFAOYSA-N

General description

4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester (SMCC) is a heterobifunctional cross-linking reagent incorporating an extended spacer with amine and sulfhydryl reactivity. It is typically coupled initially to molecules containing primary amine by amide bond buffered at pH 7.5 (6.5-8.5). The second coupling is specific for molecules containing free sulfhydryl by thioether linkage buffered at pH 6.8 (6.5-7.0). SMCC contains nine atom linker. An extended aliphatic spacer stabilizes the maleimide prior to coupling compared to aromatic spacers.

Application

4-(N-Maleimidomethyl)cyclohexanecarboxylic acid N-hydroxysuccinimide ester (SMCC) is useful for the preparation of enzyme immunoconjugates and hapten carrier molecule conjugates. It has been used for the coupling of a peptide sequence to an amino group.

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This Item
M979463177P3415
assay

≥98%

assay

≥98%

assay

≥98.0% (HPLC)

assay

≥95%

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

reaction suitability

reagent type: linker

reaction suitability

reagent type: linker

reaction suitability

reagent type: linker

reaction suitability

reagent type: cross-linking reagent

solubility

chloroform: 50 mg/mL, DMF: soluble

solubility

chloroform: 100 mg/mL, DMF: soluble (lit.)(lit.)

solubility

-

solubility

acetone: 50 mg/mL, DMF: soluble

mp

180-182 °C (lit.)

mp

70-73 °C (lit.)

mp

70-73 °C (lit.)

mp

84-86 °C (lit.)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Global Trade Item Number

SKUGTIN
M5525-100MG04061834060062
M5525-5MG04061832863047
M5525-25MG04061832863030

Questions

  1. ¿Qué caducidad se puede dar al producto M5525 almacenado a -20ºC?

    1 answer
    1. This product is not assigned an expiration date or product retest date. Products that are robust in nature and extremely stable, in the original unopened container, are not assigned an expiration date or retest schedule. Products that are not assigned an expiration or retest date are covered by a warranty period of 1 year from the date of product shipment.

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