L-Homopropargylglycine
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MedKoo CAT#: 572671

CAS#: 98891-36-2 (free base)

Description: L-Homopropargylglycine is an amino acid analog of methionine containing a very small modification. The alkyne moiety can be fed to cultured cells and incorporated into proteins during protein synthesis. The alkyne-modified protein is detected with either fluorescent azide or biotin azide.


Chemical Structure

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L-Homopropargylglycine
CAS# 98891-36-2 (free base)

Theoretical Analysis

MedKoo Cat#: 572671
Name: L-Homopropargylglycine
CAS#: 98891-36-2 (free base)
Chemical Formula: C6H9NO2
Exact Mass: 127.06
Molecular Weight: 127.140
Elemental Analysis: C, 56.68; H, 7.14; N, 11.02; O, 25.17

Price and Availability

Size Price Availability Quantity
25mg USD 300 2 Weeks
50mg USD 500 2 Weeks
100mg USD 850 2 Weeks
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Related CAS #: 211054-02-3 (R-isomer)   98891-36-2 (free base)   942518-19-6 (HCl)  

Synonym: L- Homopropargylglycine (HPG); L-Homopropargylglycine; (S)-2-Amino-5-hexynoic acid;

IUPAC/Chemical Name: (S)-2-aminohex-5-ynoic acid

InChi Key: SCGJGNWMYSYORS-YFKPBYRVSA-N

InChi Code: InChI=1S/C6H9NO2/c1-2-3-4-5(7)6(8)9/h1,5H,3-4,7H2,(H,8,9)/t5-/m0/s1

SMILES Code: C#CCC[C@H](N)C(O)=O

Appearance: Solid powder

Purity: >95% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Product Data:
Biological target: L-Homopropargylglycine is an alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs.
In vitro activity: TBD
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 250.0 1,966.29
Water 125.0 983.14

Preparing Stock Solutions

The following data is based on the product molecular weight 127.14 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: TBD
In vitro protocol: TBD
In vivo protocol: TBD

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1: McBride JD, Rodriguez-Menocal L, Candanedo A, Guzman W, Garcia-Contreras M, Badiavas EV. Dual mechanism of type VII collagen transfer by bone marrow mesenchymal stem cell extracellular vesicles to recessive dystrophic epidermolysis bullosa fibroblasts. Biochimie. 2018 Apr 10. pii: S0300-9084(18)30094-4. doi: 10.1016/j.biochi.2018.04.007. [Epub ahead of print] PubMed PMID: 29653141.

2: Li Z, Zhu Y, Sun Y, Qin K, Liu W, Zhou W, Chen X. Nitrilase-Activatable Noncanonical Amino Acid Precursors for Cell-Selective Metabolic Labeling of Proteomes. ACS Chem Biol. 2016 Dec 16;11(12):3273-3277. Epub 2016 Nov 2. PubMed PMID: 27805363.

3: Soundrarajan N, Sokalingam S, Raghunathan G, Budisa N, Paik HJ, Yoo TH, Lee SG. Conjugation of proteins by installing BIO-orthogonally reactive groups at their N-termini. PLoS One. 2012;7(10):e46741. doi: 10.1371/journal.pone.0046741. Epub 2012 Oct 8. PubMed PMID: 23056430; PubMed Central PMCID: PMC3466299.