SBR00072

Rhodamine Labeled D-galactosamine

Suitable for fluorescent microbial imaging

• Empirical Formula (Hill Notation): C₃₁H₃₃N₃O₉
• Molecular Weight: 591.61
• UNSPSC Code: 12352201
• NACRES: NA.26

Properties

• Quality Level: 200
• form: solid
• storage temp.: −20°C
• SMILES string: CC(C=C)=[N+](C)C.OC[C@H]1OC(O)[C@H](NC(C(C=C2)=CC(C([O-])=O)=C2C3=C4C=CC(C=C4OC5=C3C=CC(N(C)C)=C5)=[N+](C)C)=O)[C@@H](O)[C@H]1O.[O-]C=O

Description

General description

Bacterial Peptidoglycan is a polymer consisting of glycans and short peptides, a multilayer rigid structure that forms the cell wall. D-sugars and D-amino acids (DAA) are metabolically incorporated into the bacterial cell. It was recently discovered that transpeptidases enzymes catalyze the metabolic incorporation of exogenous D-sugars and DAAs with almost no restriction of the side-chain identity. Modification of a D-sugar, such as D-Galactosamine, with molecular fluorophores provides fluorescent probes that can efficiently label in situ peptidoglycan in diverse bacterial species.
Rhodamine-labelled D-Galactosamineis a fluorescent derivative of D-Galactosaminethat is obtained by a synthetic conjugation of D-Galactosamineto the fluorophore. Rhodamine-labelled D-Galactosamine has high biocompatibility and suitability for labeling peptidoglycans in live bacteria. Additionally, it can be used in tandem with other stains such as FITC-labelled Alanine (#SBR00049) to distinguish between different bacteria. Other compatible products useful for live staining include: Rhodamine B labelled Polymyxin B, and Ramoplanin, FITC Labelled D-Lysine, Alanine or Vancomycin and Dansyl labelled polymyxin B (catalog numbers: SBR00036, SBR00047, SBR00050, SBR00049, SBR00028, SBR00029).

Application

Fluorescent labeled sugars can be used for many applications including:

• Bacterial cell wall morphology
• Bacterial cell wall formation or remodeling activity
• Bacterial viability/activity
• Identify bacterial activity on surfaces or in substances
• Differentiation between various bacterial strains according to their incorporation profile of different D amino acids and sugars

Analysis Note

• Fluorescent microscopy application: Rhodamine-labelled D-Galactosamine has excitation/emission wavelength range at 542-582/604-644 nm.
• The recommended working concentration in fluorescent microscopy imaging application is between 250-500 µM in working medium.
• Aliquots of the DMSO solution can be stored at -20⁰C, protected from light for at least one month.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable