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M6035

Sigma-Aldrich

4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt

powder

Synonym(s):

Sulfo-SMCC

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About This Item

Empirical Formula (Hill Notation):
C16H17N2NaO9S
CAS Number:
92921-24-9
Molecular Weight:
436.37
MDL number:
MFCD00054978
UNSPSC Code:
12171500
PubChem Substance ID:
24897071
NACRES:
NA.47

form

powder

Quality Level

300

reaction suitability

reagent type: linker

color

white to light brown

solubility

H2O: 2.5 mg/mL
DMF: soluble

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

O=C(N1CC2CCC(C(ON3C(CC(S(=O)(O[Na])=O)C3=O)=O)=O)CC2)C=CC1=O

InChI

1S/C16H18N2O9S.Na/c19-12-5-6-13(20)17(12)8-9-1-3-10(4-2-9)16(23)27-18-14(21)7-11(15(18)22)28(24,25)26;/h5-6,9-11H,1-4,7-8H2,(H,24,25,26);/q;+1/p-1

InChI key

VUFNRPJNRFOTGK-UHFFFAOYSA-M

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General description

4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt (sulfoSMCC) is a heterobifunctional protein/peptide cross-linker and a suitable cross-coupling reagent.

Biochem/physiol Actions

4-(N-Maleimidomethyl)cyclohexane-1-carboxylic acid 3-sulfo-N-hydroxysuccinimide ester sodium salt is known to introduce a well-defined number of maleimide groups into the protein which confers them a long shelf-life at low temperatures and can be further labeled with Fluorine-18[18F].

Quality

May contain dimethylformamide.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3455V
WXBF3025V
WXBF4082V
WXBF0912V
WXBF2308V

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Marc Rigau et al.
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Renshaw S
Immunohistochemistry and Immunocytochemistry: Essential Methods (2017)
Robert K Strother et al.
Journal of immunology (Baltimore, Md. : 1950), 197(11), 4301-4311 (2016-11-01)
Patients surviving acute stages of sepsis often display impaired adaptive-immune responses. Using the cecal ligation and puncture model, we demonstrated that sepsis leads to substantial and long-lasting changes in the naive CD8 T cell repertoire, affecting the capacity of the
Silica-coated CdTe quantum dots functionalized with thiols for bioconjugation to IgG proteins.
Wolcott A, et. al.
The Journal of Physical Chemistry B, 110, 5779-5779 (2006)
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