Biotinylated-D-lysine TFA salt

ALDRICH/900751

Synonym: (R)-2-Ammonio-6-(5-((3aR,4R,6aS)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanoate 2,2,2-trifluoroacetate; BDL TFA salt

Empirical Formula (Hill Notation): C₁₆H₂₈N₄O₄S · C₂HF₃O₂
Molecular Weight: 486.51
Linear Formula: C₁₆H₂₈N₄O₄S · C₂HF₃O₂
Product Type: Chemical

application(s)	peptide synthesis
form	powder or crystals
Quality Level	100
SMILES string	O=C(O)C(F)(F)F.[O-]C([C@@H](CCCCNC(CCCC[C@@H]1[C@@](NC(N2)=O)([H])[C@@]2([H])CS1)=O)[NH3+])=O
storage temp.	−20°C

Application:	Biotinylated D-lysine (BDL) can be used to conjugate a biotin handle into bacterial peptidoglycan (PG) for various applications. For example, Suzanne Walker and coworkers reported that penicillin-binding protein PBP4 of Staphylococcus aureus could use BDL to biotinylate Lipid I and Lipid II, facilitating assays to measure infamously low-abundance pools of cellular lipid-linked PG precursors. BDL provides a tool for studying other aspects of PG assembly including antibacterial development efforts.
Other Notes:	Detection of Lipid-Linked Peptidoglycan Precursors by Exploiting an Unexpected Transpeptidase Reaction
Packaging:	10 mg in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Storage Temp.	−20°C
UNSPSC	12352209