L-Homopropargylglycine (L-HPG)

For general laboratory use.

Shipping: shipped on gel packs

Storage Conditions: store at -20 °C
store dry

Shelf Life: 12 months after date of delivery

Molecular Formula: C₆H₉NO₂

Molecular Weight: 127.14 g/mol (free acid)

Exact Mass: 127.06 g/mol (free acid)

CAS#: 942518-19-6

Purity: mass identification conforms (ESI-MS)

Form: solid

Color: off-white to grey

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.

Related products:

• Copper (II)-Sulphate (CuSO₄), #CLK-MI004
• Tris(3-hydroxypropyltriazolylmethyl)amine (THPTA), #CLK-1010
• Sodium Ascorbate (Na-Ascorbate), #CLK-MI005

BIOZ Product Citations:

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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.