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L-Homopropargylglycine (L-HPG)

(S)-2-Aminohex-5-ynoic acid

Cat. No. Amount Price (EUR) Buy / Note
CLK-016-25 25 mg 124,32 Add to Basket/Quote Add to Notepad
CLK-016-100 100 mg 349,99 Add to Basket/Quote Add to Notepad
CLK-016-500 500 mg 918,13 Add to Basket/Quote Add to Notepad
Structural formula of L-Homopropargylglycine (L-HPG) ((S)-2-Aminohex-5-ynoic acid)
Structural formula of L-Homopropargylglycine (L-HPG)

For research use only!

Shipping: shipped on blue ice

Storage Conditions: store at 4 °C
store dry

Shelf Life: 12 months after date of delivery

Molecular Formula: C6H9NO2 * HCl

Molecular Weight: 127.14 g/mol

CAS#: 98891-36-2

Purity: > 98 %

Form: off-white solid

Applications:
Proteins synthesis monitoring[1,2,3]

Description:
L-Homopropargylglycine (L-HPG) provides a non-radioactive alternative to analyze the global protein synthesis in cell culture. It is cell-permeable and randomly incorporated instead of methionine during translation[1,2,3]. The resulting alkyne-labeled full-length proteins can subsequently be detected via Cu(I)-catalyzed click chemistry that offers the choice to introduce a Biotin group (via Azides of Biotin) for subsequent purification tasks or a fluorescent group (via Azides of fluorescent dyes) for subsequent microscopic imaging.

Presolski et al.[4] and Hong et al.[5] provide a general protocol for Cu(I)-catalyzed click chemistry reactions that may be used as a starting point for the set up and optimization of individual assays.

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Selected References:
[1] Dieck et al. (2012) Metabolic Labeling with Noncanonical Amino Acids and Visualisation by Chemoselective Fluorescent Tagging. Current Protocols in Cell Biology 7:7.11.1.
[2] Kiick et al. (2002) Incorporation of azides into recombinant proteins for chemoselective modification by the Staudinger ligation. Proc. Natl. Acad. Sci. USA 99 (1):19.
[3] Dieterich et al. (2010) In situ visualization and dynamics of newly synthesized proteins in rat hippocampal neurons. Nature Neuroscience 13 (7): 897.
[4] Presolski et al. (2011) Copper-Catalyzed Azide-Alkyne Click Chemistry for Bioconjugation. Current Protocols in Chemical Biology 3:153.
[5] Hong et al. (2011) Analysis and Optimization of Copper-Catalyzed Azide-Alkyne Cycloaddition for Bioconjugation. Angew. Chem. Int. Ed. 48:9879.