HADA hydrochloride

• CAT Number: I045472
• CAS Number: 2253733-10-5
• Molecular Formula: C13H13ClN2O6
• Molecular Weight: 328.71
• Purity: ≥95%
• Synonyms: (2R)-2-amino-3-[(7-hydroxy-2-oxochromene-3-carbonyl)amino]propanoic acid;hydrochloride
• InChI: InChI=1S/C13H12N2O6.ClH/c14-9(12(18)19)5-15-11(17)8-3-6-1-2-7(16)4-10(6)21-13(8)20;/h1-4,9,16H,5,14H2,(H,15,17)(H,18,19);1H/t9-;/m1./s1
• InChIKey: PLVOEKQNBIXHDI-SBSPUUFOSA-N
• SMILES: C1=CC2=C(C=C1O)OC(=O)C(=C2)C(=O)NCC(C(=O)O)N.Cl

HADA hydrochloride (HCC-Amino-D-alanine hydrochloride) is a blue (λem~450 nm) fluorescent D-amino acid (FDAA). FDAAs are efficiently incorporated into the peptidoglycans (PGs) of diverse bacterial species at the sites of PG biosynthesis, allowing specific and covalent probing of bacterial growth with minimal perturbation[1].
FDAA labeling can take as little as 30s for a rapidly growing species such as Escherichia coli. Although HADA hydrochloride is dimmer and less photostable than FDL or TDL, it most reproducibly and robustly labels the PG of most bacterial species, typically without the need for extensive optimization[1].

Reference

[1]. Erkin Kuru, et al. Synthesis of fluorescent D-amino acids and their use for probing peptidoglycan synthesis and bacterial growth in situ. Nat Protoc. 2015 Jan;10(1):33-52.
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