» Articles » PMID: 22308349

Exclusive Recognition of Sarcosine in Water and Urine by a Cavitand-functionalized Silicon Surface

Overview
Specialty Science
Date 2012 Feb 7
PMID 22308349
Citations 12
Authors
Affiliations
Soon will be listed here.
Abstract

A supramolecular approach for the specific detection of sarcosine, recently linked to the occurrence of aggressive prostate cancer forms, has been developed. A hybrid active surface was prepared by the covalent anchoring on Si substrates of a tetraphosphonate cavitand as supramolecular receptor and it was proven able to recognize sarcosine from its nonmethylated precursor, glycine, in water and urine. The entire complexation process has been investigated in the solid state, in solution, and at the solid-liquid interface to determine and weight all the factors responsible of the observed specificity. The final outcome is a Si-based active surface capable of binding exclusively sarcosine. The complete selectivity of the cavitand-decorated surface under these stringent conditions represents a critical step forward in the use of these materials for the specific detection of sarcosine and related metabolites in biological fluids.

Citing Articles

Point-of-care diagnostics for rapid determination of prostate cancer biomarker sarcosine: application of disposable potentiometric sensor based on oxide-conductive polymer nanocomposite.

Yamani H, Safwat N, Mahmoud A, Ayad M, Abdel-Ghany M, Gomaa M Anal Bioanal Chem. 2023; 415(22):5451-5462.

PMID: 37389600 PMC: 10444660. DOI: 10.1007/s00216-023-04818-0.


Selective Recognition of Amino Acids and Peptides by Small Supramolecular Receptors.

Martins J, Lima J, Basilio N Molecules. 2020; 26(1).

PMID: 33379401 PMC: 7796322. DOI: 10.3390/molecules26010106.


Programming bulk enzyme heterojunctions for biosensor development with tetrahedral DNA framework.

Song P, Shen J, Ye D, Dong B, Wang F, Pei H Nat Commun. 2020; 11(1):838.

PMID: 32047166 PMC: 7012893. DOI: 10.1038/s41467-020-14664-8.


Probing the Structural Determinants of Amino Acid Recognition: X-Ray Studies of Crystalline Ditopic Host-Guest Complexes of the Positively Charged Amino Acids, Arg, Lys, and His with a Cavitand Molecule.

Brancatelli G, Dalcanale E, Pinalli R, Geremia S Molecules. 2018; 23(12).

PMID: 30572602 PMC: 6321202. DOI: 10.3390/molecules23123368.


A Rapid Method for the Detection of Sarcosine Using SPIONs/Au/CS/SOX/NPs for Prostate Cancer Sensing.

Uhlirova D, Stankova M, Docekalova M, Hosnedlova B, Kepinska M, Ruttkay-Nedecky B Int J Mol Sci. 2018; 19(12).

PMID: 30467297 PMC: 6320840. DOI: 10.3390/ijms19123722.


References
1.
Melegari M, Suman M, Pirondini L, Moiani D, Massera C, Ugozzoli F . Supramolecular sensing with phosphonate cavitands. Chemistry. 2008; 14(19):5772-9. DOI: 10.1002/chem.200800327. View

2.
Biavardi E, Battistini G, Montalti M, Yebeutchou R, Prodi L, Dalcanale E . Fully reversible guest exchange in tetraphosphonate cavitand complexes probed by fluorescence spectroscopy. Chem Commun (Camb). 2008; (14):1638-40. DOI: 10.1039/b801729h. View

3.
Tong Y, Tyrode E, Osawa M, Yoshida N, Watanabe T, Nakajima A . Preferential adsorption of amino-terminated silane in a binary mixed self-assembled monolayer. Langmuir. 2011; 27(9):5420-6. DOI: 10.1021/la200497u. View

4.
Faber E, Sparreboom W, Groeneveld W, de Smet L, Bomer J, Olthuis W . pH sensitivity of Si--C linked organic monolayers on crystalline silicon surfaces. Chemphyschem. 2006; 8(1):101-12. DOI: 10.1002/cphc.200600447. View

5.
Hooley R, Rebek Jr J . Chemistry and catalysis in functional cavitands. Chem Biol. 2009; 16(3):255-64. PMC: 2661873. DOI: 10.1016/j.chembiol.2008.09.015. View