Synonym
Sulfo-SMCC Crosslinker sodium salt; Sulfo-SMCC Sodium;
IUPAC/Chemical Name
sodium 1-((4-((2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexane-1-carbonyl)oxy)-2,5-dioxopyrrolidine-3-sulfonate
InChi Key
VUFNRPJNRFOTGK-UHFFFAOYSA-M
InChi Code
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 Code
O=C(C1CCC(CN2C(C=CC2=O)=O)CC1)ON3C(C(S(=O)(O[Na])=O)CC3=O)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Sulfo-SMCC conjugation occurs via a maleimide group which reacts with sulfhydryls (thiols, -SH), while its Sulfo-NHS ester is reactive toward primary amines (as found in Lysine and the protein or peptide N-terminus). Sulfo-SMCC crosslinking reagent is routinely used to prepare hapten-carrier protein, polymers, and antibody-enzyme conjugates, such as HRP conjugation.
SATA Protein Modifier can be used to add sulfhydryl groups (thiols, -SH) to proteins or peptides prior to Sulfo-SMCC crosslinking.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
436.37
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Li Y, He Q, Hu X, Liu Y, Cheng X, Li X, Deng F. Improved performance of collagen scaffolds crosslinked by Traut's reagent and Sulfo-SMCC. J Biomater Sci Polym Ed. 2017 May;28(7):629-647. doi: 10.1080/09205063.2017.1291296. Epub 2017 Feb 13. PubMed PMID: 28277011.
2: Idziorek T, Klatzmann D. Construction of CD4-based chimeric molecules by chemical cross-linking. AIDS Res Hum Retroviruses. 1991 Jun;7(6):529-36. PubMed PMID: 1931231.
3: Lee JH, Hoover TR. Protein crosslinking studies suggest that Rhizobium meliloti C4-dicarboxylic acid transport protein D, a sigma 54-dependent transcriptional activator, interacts with sigma 54 and the beta subunit of RNA polymerase. Proc Natl Acad Sci U S A. 1995 Oct 10;92(21):9702-6. PubMed PMID: 7568201; PubMed Central PMCID: PMC40870.
Wang, W., Liu, D., Gao, Y., Sang, Y., Liang, X., Liu, J., ... & Pan, S. (2020). Identification of twelve Aeromonas spp. species with monoclonal antibody-based immunoassay in water and fish samples. Aquaculture, 516, 734646.
