907278
H-L-Photo-leucine HCl
≥98%
Synonym(s):
(S)-2-Amino-3-(3-methyl-3H-diazirin-3-yl)propanoic acid hydrochloride, (S)-2-Amino-3-(3H-diazirin-3-yl)butanoic acid hydrochloride, Diazirine amino acid, Photo-Leu, Photo-crosslinking amino acid, Photoprobe building block
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About This Item
Empirical Formula (Hill Notation):
C5H10ClN3O2
Molecular Weight:
179.60
UNSPSC Code:
12352209
Assay
≥98%
form
solid
reaction suitability
reaction type: solution phase peptide synthesis
availability
available only in USA
application(s)
peptide synthesis
storage temp.
−20°C
Application
H-L-Photo-leucine HCl is a diazirine-containing leucine amino acid and multifunctional photo-crosslinker. Its incorporation into peptides or small-molecule probes and tools allows for photoaffinity labeling of cellular targets and protein-protein interactions upon UV light (∼360 nm) irradiation to form a covalent bond. This and other multifunctional probe building blocks will continue to accelerate drug discovery research for probing cellular mechanisms, target ID/validation, and understanding traditionally undruggable targets. An Fmoc-protected version is also available as 907391.
Other Notes
Development, optimization, and structural characterization of an efficient peptide-based photoaffinity cross-linking reaction
for generation of homogeneous conjugates from wild-type antibodies
Mechanistic studies of a small-molecule modulator of SMN2 splicing
Protein-Polymer Conjugation via Ligand Affinity and Photoactivation of Glutathione S-Transferase
Direct Interaction between an Allosteric Agonist Pepducin and the Chemokine Receptor CXCR4
Photo-leucine and photo-methionine allow identification of protein-?protein interactions in living cells
Fishing for Drug Targets: A Focus on Diazirine Photoaffinity Probe Synthesis
Photo-affinity labeling (PAL) in chemical proteomics: a handy tool to investigate protein-protein interactions (PPIs)
for generation of homogeneous conjugates from wild-type antibodies
Mechanistic studies of a small-molecule modulator of SMN2 splicing
Protein-Polymer Conjugation via Ligand Affinity and Photoactivation of Glutathione S-Transferase
Direct Interaction between an Allosteric Agonist Pepducin and the Chemokine Receptor CXCR4
Photo-leucine and photo-methionine allow identification of protein-?protein interactions in living cells
Fishing for Drug Targets: A Focus on Diazirine Photoaffinity Probe Synthesis
Photo-affinity labeling (PAL) in chemical proteomics: a handy tool to investigate protein-protein interactions (PPIs)
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Self-react. C
Storage Class Code
5.2 - Organic peroxides and self-reacting hazardous materials
WGK
WGK 3
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Christopher J Shaffer et al.
Journal of the American Society for Mass Spectrometry, 27(4), 633-645 (2016-01-29)
Noncovalent complexes of hydrophobic peptides GLLLG and GLLLK with photoleucine (L*) tagged peptides G(L* n L m )K (n = 1,3, m = 2,0) were generated as singly charged ions in the gas phase and probed by photodissociation at 355
Bojie Zhang et al.
Journal of the American Society for Mass Spectrometry, 27(3), 552-555 (2015-12-19)
Protein footprinting combined with mass spectrometry provides a method to study protein structures and interactions. To improve further current protein footprinting methods, we adapted the fast photochemical oxidation of proteins (FPOP) platform to utilize carbenes as the footprinting reagent. A
Christopher J Shaffer et al.
Journal of the American Society for Mass Spectrometry, 27(7), 1176-1185 (2016-04-10)
We report a combined experimental and computational study aimed at elucidating the structure of N-terminal fragment ions of the c type produced by electron transfer dissociation of photo-leucine (L*) peptide ions GL*GGKX. The c 4 ion from GL*GGK is found
Yuan Gao et al.
Chemical communications (Cambridge, England), 48(67), 8404-8406 (2012-07-18)
Here we report the first example of the use of supramolecular hydrogels to discover the protein targets of aggregates of small molecules.
Nicholas Vance et al.
Bioconjugate chemistry, 30(1), 148-160 (2018-12-20)
Site-specific conjugation of small molecules to antibodies represents an attractive goal for the development of more homogeneous targeted therapies and diagnostics. Most site-specific conjugation strategies require modification or removal of antibody glycans or interchain disulfide bonds or engineering of an
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