10168. Zinpyr

Description and references

Family of fluorescent sensors for Zn2+ in biological applications. Prepn of ZP-1: G. K. Walkup et al., J. Am. Chem. Soc. 122, 5644 (2000); and characterization of ZP-1 and ZP-2: S. C. Burdette et al., ibid. 123, 7831 (2001); of ZP-4: idem et al., ibid. 125, 1778 (2003).

Chemical structure

Derivative

Zinpyr-1.

Nomenclature

CAS number: 288574-78-7
4′,5′-Bis[[bis(2-pyridinylmethyl)amino]methyl]-2′,7′-dichloro-3′,6′-dihydroxy-spiro[isobenzofuran-1(3H),9′-[9H]xanthen]-3-one; 9-(o-carboxyphenyl)-2,7-dichloro-4,5-bis[bis(2-pyridylmethyl)aminomethyl]-6-hydroxy-3-xanthanone; ZP-1.
C46H36Cl2N6O5; mol wt 823.72.
C 67.07%, H 4.41%, Cl 8.61%, N 10.20%, O 9.71%.

Properties

Salmon-pink solid, mp 185-187° (dec). pKa 2.8. Quantum yield 0.38.

Derivative

Zinpyr-2.

Nomenclature

CAS number: 357916-12-2
9-(o-Carboxyphenyl)-4,5-bis[bis(2-pyridylmethyl)aminomethyl]-6-hydroxy-3-xanthanone; ZP-2.
C46H38N6O5; mol wt 754.83.
C 73.19%, H 5.07%, N 11.13%, O 10.60%.

Properties

Orange solid, mp 195-197° (dec). pKa 3.9. Quantum yield 0.25.

Use

Probe for measurement of cellular Zn2+.