Pentynoic acid STP ester

• CAT Number: I034429
• CAS Number: 1807530-14-8
• Molecular Formula: C11H5F4NaO5S
• Molecular Weight: 348.2
• Purity: 98%
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: 4-​Pentynoic acid, 2,​3,​5,​6-​tetrafluoro-​4-​sulfophenyl ester, sodium salt
• InChI: InChI=1S/C11H6F4O5S.Na/c1-2-3-4-5(16)20-10-6(12)8(14)11(21(17,18)19)9(15)7(10)13;/h1H,3-4H2,(H,17,18,19);/q;+1/p-1
• InChIKey: QVSTTZKAIDTZNG-UHFFFAOYSA-M
• SMILES: C#CCCC(OC1=C(F)C(F)=C(S(=O)([O-])=O)C(F)=C1F)=O.[Na+]

This water soluble alkyne activated ester reagent is used for the attachment of alkyne group to variois biomolecules such as proteins, and peptides. Amino-DNA, and other amines can be used as well. Since natural proteins do not contain alkynes, but almost always contain amines (lysines), this molecule is an "adaptor" to turn natural amines into alkynes.

Reference

1. Antonov, S.A.; Novosadova, E.V.; Kobylansky, A.G.; Tarantul, V.Z.; Grivennikov, I.A. A Hybrid Detection Method Based on Peroxidase-mediated Signal Amplification and Click Chemistry for Highly Sensitive Background-free Immunofluorescent Staining. Journal of Histochemistry & Cytochemistry, 2019, 67(10), 771–782. doi: 10.1369/0022155419864113
2. Jandl, B.; Sedghiniya, S.; Carstens, A.; Astakhova, K. Peptide–Fluorophore Hydrogel as a Signal Boosting Approach in Rapid Detection of Cancer DNA. ACS Omega, 2019, 4(9), 13889–13895. doi: 10.1021/acsomega.9b01586
3. Samuelsen, S.V.; Maity, A.; Nybo, M.; Macaubas, C.; Lønstrup, L.; Balboni, I.M.; Mellins, E.D.; Astakhova, K. Novel Phospholipid-Protein Conjugates Allow Improved Detection of Antibodies in Patients with Autoimmune Diseases. PLoS One, 2016, 11(6), e0156125. doi: 10.1371/journal.pone.0156125
4. Maity, A.; Macaubas, C.; Mellins, E.; Astakhova, K. Synthesis of Phospholipid-Protein Conjugates as New Antigens for Autoimmune Antibodies. Molecules, 2015, 20(6), 10253–10263. doi: 10.3390/molecules200610253