HADA
Chemical Name: 3-[[(7-Hydroxy-2-oxo-2H-1-benzopyran-3-yl)carbonyl]amino]-D-alanine hydrocholoride
Purity: ≥98%
Biological Activity
HADA is a fluorescent D-amino acid. Suitable for labeling peptidoglycans in live bacteria. Results in strong peripheral and septal labeling of diverse bacterial cell populations without affecting growth rates. Displays mitochondrial outer membrane permeability. Excitation/emission λ ~405/450 nm.Scientific Data
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Investigating mycobacteria cell wall formation using FDAA HADA. Investigating mycobacteria cell wall formation using fluorescent D-amino acid HADA. Image showing FDAA HADA incorporation in log-phase growth of WT, delta L,D-transpeptidases (LDT) and delta L,D-transpeptidases (LDT) comp cells. Scale = 5 μm. Baranowski et al show FDAAs are incorporated asymmetrically by L,D-transpeptidases. For more information on this work and to request full protocols read Baranowski et al (2018) Maturing Mycobacterium smegmatis peptidoglycan requires non-canonical crosslinks to maintain shape. Elife 16 e37516 PMID: 30324906
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Using FDAAs HADA and RADA to study peptidoglycan enzyme and substrate distribution, and the role of polar cell growth and peptidoglycan segregation over time. Image shows peptidoglycan segregation over time. Left to right - 2 mins HADA pulse (cyan), 45 min outgrowth, followed by 2 min RADA (Catalog # 6649) chase (magenta) in WT Msm cells. New cell wall (magenta), oldest cell wall (cyan). Scale = 5 μm. For more information on this work and to request full protocols please read García-Heredia et al (2018) Peptidoglycan precursor synthesis along the sidewall of pole-growing mycobacteria. Elife 10 e37243 PMID: 30198841
Optical Data for HADA
| Emission Color | Blue |
|---|---|
| λabs | 405 nm |
| λem | 450 nm |
| Extinction Coefficient (ε) | 36,700 M-1cm-1 |
| Application | Fluorescence Microscopy |
Plan Your Experiments
Use our spectra viewer to interactively plan your experiments, assessing multiplexing options. View the excitation and emission spectra for our fluorescent dye range and other commonly used dyes.
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Technical Data
The technical data provided above is for guidance only.
For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Background References
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In situ probing of newly synthesized peptidoglycan in live bacteria with fluorescent D-amino acids.
Kuru et al.
Angew.Chem.Int.Ed., 2012;51:12519 -
Full color palette of fluorescent d-amino acids for in situ labeling of bacterial cell walls.
Hsu et al.
Chem.Sci., 2017;8:6313 -
Distinct spatiotemporal dynamics of peptidoglycan synthesis between Mycobacterium smegmatis and Mycobacterium tuberculosis.
Botella et al.
Mbio., 2017;8:e01183
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Citations for HADA
The citations listed below are publications that use Tocris products. Selected citations for HADA include:
4 Citations: Showing 1 - 4
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The Staphylococcus aureus cell division protein, DivIC, interacts with the cell wall and controls its biosynthesis.
Authors: Mariana Et al.
Commun Biol 2022;5:1228
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Single-cell growth inference of Corynebacterium glutamicum reveals asymptotically linear growth.
Authors: Marc Et al.
Elife 2021;10
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Maturing Mycobacterium smegmatis peptidoglycan requires non-canonical crosslinks to maintain shape.
Authors: Baranowski Et al.
ELife 2018;7
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Peptidoglycan precursor synthesis along the sidewall of pole-growing mycobacteria
Authors: Garcia-Heredia Et al.
ELife 2018;7
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