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907278

Sigma-Aldrich

H-L-Photo-leucine HCl

≥98%

Synonyme(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

Formule empirique (notation de Hill):
C5H10ClN3O2
Poids moléculaire :
179.60
Code UNSPSC :
12352209

Pureté

≥98%

Forme

solid

Capacité de réaction

reaction type: solution phase peptide synthesis

Disponibilité

available only in USA

Application(s)

peptide synthesis

Température de stockage

−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.

Autres remarques

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)

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

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%

Pictogrammes

Flame
GHS02

Mention d'avertissement

Danger

Mentions de danger

H242

Classification des risques

Self-react. C

Code de la classe de stockage

5.2 - Organic peroxides and self-reacting hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

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Certificats d'analyse (COA)

Lot/Batch Number

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Sigma-Aldrich

900863

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Chanelle C Jumper et al.
Analytical chemistry, 83(8), 2913-2920 (2011-03-24)
We report a protein labeling method using nonselective carbene reactions of sufficiently high efficiency to permit detection by mass spectrometric methods. The approach uses a diazirine-modified amino acid (l-2-amino-4,4'-azipentanoic acid, "photoleucine") as a label source, which is converted to a
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(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
Lavanya K Iyer et al.
Molecular pharmaceutics, 10(12), 4629-4639 (2013-10-16)
Local side-chain interactions in lyophilized protein formulations were mapped using solid-state photolytic labeling-mass spectrometry (ssPL-MS). Photoactive amino acid analogues (PAAs) were used as probes and either added to the lyophilized matrix or incorporated within the amino acid sequence of a
Chanelle C Jumper et al.
Analytical chemistry, 84(10), 4411-4418 (2012-04-07)
Carbene chemistry has been used recently in structural mass spectrometry as a labeling method for mapping protein surfaces. The current study presents a method for quantitating label distribution at the amino acid level and explores the nature and basis for
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