All Photos(1)

900893

Sigma-Aldrich

L-Homopropargylglycine hydrochloride

Synonym(s):
HPG
Empirical Formula (Hill Notation):
C6H9NO2 · HCl
CAS Number:
Molecular Weight:
163.60
NACRES:
NA.22

Quality Level

form

powder or crystals

availability

available only in USA

mp

162 °C

storage temp.

−20°C

SMILES string

O=C(O[H])[C@@](C([H])([H])C([H])([H])C#C[H])([H])N([H])[H].Cl[H]

Application

L-Homopropargylglycine (HPG) is an amino acid analog of methionine that contains a very small modification, specifically an alkyne moiety. This compound can be fed to cultured cells and incorporated into proteins during active protein synthesis. Detection utilizes the chemoselective ligation or “click” reaction between an azide and an alkyne or cyclooctyne. For example the alkyne-modified protein can be detected with either fluorescent azide or biotin azide. Detection sensitivity with these reagents in 1-D gels and Western blots is in the low femtomole range and compatible with downstream LC-MS/MS and MALDI-MS analysis.

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Hazard Classifications

Self-react. C

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Live-cell imaging of alkyne-tagged small biomolecules by stimulated Raman scattering.
Wei L, et al.
Nature Methods, 11(4), 410-410 (2014)
Sirtuin 7 plays a role in ribosome biogenesis and protein synthesis
Tsai Y C, et al.
Molecular and Cellular Proteomics, 13(1), 73-83 (2014)
Cell-free production of Gaussia princeps luciferase?antibody fragment bioconjugates for ex vivo detection of tumor cells.
Patel K G, et al.
Biochemical and Biophysical Research Communications, 390(3), 971-976 (2009)
Cleavable biotin probes for labeling of biomolecules via azide? alkyne cycloaddition.
Szychowski J, et al.
Journal of the American Chemical Society, 132(51), 18351-18360 (2010)
Using Click-Chemistry for Visualizing in Situ Changes of Translational Activity in Planktonic Marine Bacteria.
Leizeaga A, et al.
Frontiers in Microbiology, 8 (2017)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service