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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.
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
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
Renshaw S
Immunohistochemistry and Immunocytochemistry: Essential Methods (2017)
Xiajun Hu et al.
Scientific reports, 7(1), 12580-12580 (2017-10-05)
We developed a virus-like particle (VLP)-based therapeutic vaccine against angiotensin II receptor type 1, ATR-AP205-001, which could significantly reduce the blood pressure and protect target organs of hypertensive animals. In this study, we focused on the immunological effect and safety
Ivana Giangrieco et al.
Molecular immunology, 112, 347-357 (2019-06-30)
Peach and apricot can cause allergic reactions with symptoms ranging from mild to very severe, including anaphylaxis. Sometimes subjects allergic to fruits of the Prunus genus have been reported to be also allergic to rubber latex products. The objective of
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