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Merck

M6035

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
NACRES:
NA.47
PubChem Substance ID:
24897071
UNSPSC Code:
12171500
MDL number:
MFCD00054978

Key Documents

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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

SMILES string

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

InChI key

VUFNRPJNRFOTGK-UHFFFAOYSA-M

form

powder

reaction suitability

reagent type: linker

technique(s)

titration: suitable

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

Quality Level

300

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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].

Analysis Note

May contain dimethylformamide.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

M6035-VAR: + M6035-10MG: + M6035-10MG-EW: + M6035-50MG: + M6035-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3455V
WXBF3025V
WXBF4082V
WXBF0912V
WXBF2308V

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Marc Rigau et al.
Science (New York, N.Y.), 367(6478) (2020-01-11)
Gamma delta (γδ) T cells are essential to protective immunity. In humans, most γδ T cells express Vγ9Vδ2+ T cell receptors (TCRs) that respond to phosphoantigens (pAgs) produced by cellular pathogens and overexpressed by cancers. However, the molecular targets recognized
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Molecular immunology, 112, 347-357 (2019-06-30)
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