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907278

Sigma-Aldrich

H-L-Photo-leucine HCl

≥98%

Synonyma:

(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

Empirický vzorec (Hillův zápis):
C5H10ClN3O2
Molekulová hmotnost:
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)

related product

Č. produktu
Popis
Stanovení ceny

907294

Fmoc-L-Photo-Phe-OH, ≥95%

907324

Fmoc-L-photo-proline, ≥95%

907251

H-L-Photo-lysine HCl, ≥98%

907286

H-L-Photo-Proline hydrochloride, ≥95%

907340

H-L-Photo-Phe-OH, ≥98%

907367

Fmoc-L-photo-methionine, ≥95%

907375

H-L-Photo-methionine HCl, ≥95%

907383

Fmoc-L-Photo-Lysine, ≥95%

907391

Fmoc-L-photo-leucine, ≥98%

pictograms

Flame
GHS02

signalword

Danger

hcodes

H242

Hazard Classifications

Self-react. C

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

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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(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
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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
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Journal of the American Chemical Society, 133(40), 15878-15881 (2011-09-13)
Cell surface heptahelical G protein-coupled receptors (GPCRs) mediate critical cellular signaling pathways and are important pharmaceutical drug targets. (1) In addition to traditional small-molecule approaches, lipopeptide-based GPCR-derived pepducins have emerged as a new class of pharmaceutical agents. (2, 3)
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