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Merck
CN

900751

Biotinylated-D-lysine TFA salt

Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C16H28N4O4S · C2HF3O2
Molecular Weight:
486.51
UNSPSC Code:
12352209
NACRES:
NA.22

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InChI

1S/C16H28N4O4S.C2HF3O2/c17-10(15(22)23)5-3-4-8-18-13(21)7-2-1-6-12-14-11(9-25-12)19-16(24)20-14;3-2(4,5)1(6)7/h10-12,14H,1-9,17H2,(H,18,21)(H,22,23)(H2,19,20,24);(H,6,7)/t10-,11-,12-,14-;/m1./s1

InChI key

ICPIMQLAGIDGFB-XSCHNBKYSA-N

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

form

powder or crystals

application(s)

peptide synthesis

storage temp.

−20°C

Quality Level

100

Related Categories

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR0291
MKCJ9685
MKCD2276

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