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HQ-Ala dihydrochloride

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Availability: In stock

Catalog: ASIS-0022

Formal Name: 2-amino-3-(8-hydroxyquinolin-3-yl)propanoic acid

Produced By: AsisChem, Inc.

Related Files
pdfASIS-0022 Technical Product Information (531.1 KB )
pdfASIS-0022 SDS.pdf (92.59 KB )

Biological Description

HQ-Ala, ASIS-0022, is a genetically encodable metal-binding unnatural amino acid (UAA) with utility in protein engineering and functional studies (Lee, Spraggon et al. 2009, Wang, Parrish et al. 2009). HQ-Ala forms stable complexes with transition metals and some lanthanides. Addition of Zn2+ creates a fluorescent probe with excitation and emission maxima of ~400 nm and ~545 nm, respectively (Wang, Parrish et al. 2009, Zhou and Hao 2015).Site specific incorporation of HQ-Ala relies upon an orthogonal tRNA and amino acyl tRNA synthetase derived from a Methanococcus jannaschii amber suppressor tyrosyl-tRNA (MjtRNATyr CUA/tyrosyl-tRNA synthestase (MjTyrRS)(Lee, Spraggon et al. 2009). One study reported the production of 1.5 mg/L of full length protein in minimal media supplemented with 1 mM HQ-Ala (Lee, Spraggon et al. 2009). The fluorescence capabilities of HQ-Ala provide a unique utility in developing biological metal ion sensors.

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Additional Information

Quantities Please contact us for larger or different quantities
Catalog ASIS-0022
Formal Name 2-amino-3-(8-hydroxyquinolin-3-yl)propanoic acid
CAS Number 1123191-88-7
Molecular Weight 232.235290527344
Formula C12 H12 N2 O3
Lead Time 3
LogP 1.595100045
Purity 95
SMILES C12C=CC=C(O)C=1N=CC(CC(N)C(O)=O)=C2
Solubility and Handling Room temperature
inchikey XLOULZPUVVVWES-UHFFFAOYSA-N
TPSA 96.44000244
HBD 3
HBA 5

Details

Lee, H. S., G. Spraggon, P. G. Schultz and F. Wang (2009). "Genetic incorporation of a metal-ion chelating amino acid into proteins as a biophysical probe." J Am Chem Soc 131(7): 2481-2483 (http://www.ncbi.nlm.nih.gov/pubmed/19193005).(Abstract)

Wang, Q., A. R. Parrish and L. Wang (2009). "Expanding the genetic code for biological studies." Chem Biol 16(3): 323-336 (http://www.ncbi.nlm.nih.gov/pubmed/19318213).(Abstract)

Xie, J., W. Liu and P. G. Schultz (2007). "A genetically encoded bidentate, metal-binding amino acid." Angew Chem Int Ed Engl 46(48): 9239-9242 (http://www.ncbi.nlm.nih.gov/pubmed/17893898).(Abstract)

Zhou, Q. and L. Hao (2015). "Expanding the genetic code to study metalloproteins and protein posttranslational modifications." Stem Cell Epigenetics 2(2): 10-14800/sce. 14854 (http://www.smartscitech.com/index.php/SCE/article/view/854(Abstract)

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Product Details

Additional Information

Quantities Please contact us for larger or different quantities
Catalog ASIS-0022
Formal Name 2-amino-3-(8-hydroxyquinolin-3-yl)propanoic acid
CAS Number 1123191-88-7
Molecular Weight 232.235290527344
Formula C12 H12 N2 O3
Lead Time 3
LogP 1.595100045
Purity 95
SMILES C12C=CC=C(O)C=1N=CC(CC(N)C(O)=O)=C2
Solubility and Handling Room temperature
inchikey XLOULZPUVVVWES-UHFFFAOYSA-N
TPSA 96.44000244
HBD 3
HBA 5
References

Details

Lee, H. S., G. Spraggon, P. G. Schultz and F. Wang (2009). "Genetic incorporation of a metal-ion chelating amino acid into proteins as a biophysical probe." J Am Chem Soc 131(7): 2481-2483 (http://www.ncbi.nlm.nih.gov/pubmed/19193005).(Abstract)

Wang, Q., A. R. Parrish and L. Wang (2009). "Expanding the genetic code for biological studies." Chem Biol 16(3): 323-336 (http://www.ncbi.nlm.nih.gov/pubmed/19318213).(Abstract)

Xie, J., W. Liu and P. G. Schultz (2007). "A genetically encoded bidentate, metal-binding amino acid." Angew Chem Int Ed Engl 46(48): 9239-9242 (http://www.ncbi.nlm.nih.gov/pubmed/17893898).(Abstract)

Zhou, Q. and L. Hao (2015). "Expanding the genetic code to study metalloproteins and protein posttranslational modifications." Stem Cell Epigenetics 2(2): 10-14800/sce. 14854 (http://www.smartscitech.com/index.php/SCE/article/view/854(Abstract)

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