Fmoc-Gly-OH (CAS 29022-11-3) is a high-purity glycine derivative with a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group, designed for research institutions and pharmaceutical companies conducting solid-phase peptide synthesis (SPPS), offering a minimum 98% purity with a 210 nm chromatographic purity of ≥99.0% to eliminate premature deprotection and reduce racemization impurities.
| Parameter | Value | Complementary Notes |
|---|---|---|
| Product Name | Fmoc-Gly-OH | Also known as: Fmoc-Glycine; Fmoc-Gly; N-α-Fmoc-glycine |
| CAS Number | 29022-11-3 | Unique numerical identifier used for international chemical database searches |
| Molecular Formula | C₁₇H₁₅NO₄ | Elemental composition confirms structural identity |
| Molecular Weight | 297.31 g/mol | Exact mass used for stoichiometric calculations |
| Physical Form | White to off-white crystalline powder | Standard form for SPPS reagents, facilitating dissolution in DMF or DCM |
| Assay (HPLC) | ≥ 98.0% | Chemical purity measured by high-performance liquid chromatography (HPLC) |
| Melting Point | 172°C – 176°C | Typical range for Fmoc-Gly-OH; deviations may indicate the presence of polymorphs or impurities |
| Loss on Drying | ≤ 0.5% | Ensures accurate weighing and minimal moisture-induced side reactions |
| Solubility | Soluble in DMF (dimethylformamide) and DCM (dichloromethane) | Standard solvents for peptide coupling reactions; pre-dissolution recommended in automated synthesizers |
| Storage Conditions | 2°C – 8°C, protected from light | Preserves reagent stability and extends shelf life (typically up to 2 years when sealed) |
Where can I buy high-purity Fmoc-Gly-OH?Fmoc-Gly-OH can be purchased from B2B chemical platforms such as ChemWhat, and from major suppliers like Thermo Fisher Scientific, Sigma-Aldrich, and Ambeed, with purity ≥98% and international shipping options.
How should Fmoc-Gly-OH be stored for long-term stability?Storage at 2°C – 8°C in a tightly sealed container protected from light is required to prevent decomposition and maintain a shelf life of up to 2 years for Fmoc-Gly-OH.
What is the solubility of Fmoc-Gly-OH in common solvents?Fmoc-Gly-OH is soluble in DMF and DCM. For automated synthesizers, pre-dissolution in DMF at 0.2–0.4 M concentration is recommended for optimal coupling efficiency.
Why does Fmoc-Gly-OH precipitate during coupling reactions?Fmoc-Gly-OH can form gels in DMF under cold conditions. Warming the solution to room temperature (20°C – 25°C) with stirring dissolves the gel before addition to the resin.
What is the role of the Fmoc group in this compound?The Fmoc group is a base-labile protecting group attached to the glycine amine terminus, preventing unwanted side reactions during synthesis and removable with piperidine without affecting the peptide chain.
Is Fmoc-Gly-OH suitable for peptide synthesis with high-purity requirements?Yes, with a minimum assay of 98% and enantiometric purity of ≥99.5%, this grade supports production of peptides achieving final purity >95%, reducing HPLC purification cycles.
Does Fmoc-Gly-OH exhibit reactivity differences compared to other Fmoc-amino acids?No, Fmoc-Gly-OH lacks a side chain, eliminating chiral center concerns. This structural simplicity makes it more reactive and reduces steric hindrance relative to hindered amino acids like Fmoc-Val-OH, yielding reliable coupling yields.
Can I use Fmoc-Gly-OH without preparing fresh solutions each time?Fresh solutions in DMF degrade within 48 hours at room temperature due to Fmoc release. Prepare only the required volume per run or store solutions at –20°C for up to 1 week.
The uniqueness of Fmoc-Gly-OH arises from glycine's simplicity—lacking a chiral center, it avoids racemization vulnerabilities common to other amino acids. While bulk suppliers offer versions of glycine with generic purity, this Fmoc-Gly-OH variant maintains a minimum 98% assay with an injection-volume-defined chromatographic purity (≥99.0% at 210 nm) that minimizes the risk of terminating peptide chains. Compared to alternative protecting groups like Boc-Gly-OH, which require harsh acid deprotection, this reagent integrates seamlessly into milder, base-labile Fmoc SPPS workflows, reducing side reactions and simplifying automation. For laboratories requiring consistent yields in research, scale-up, or GMP synthesis, this product provides an optimal balance of high purity and accessibility, positioning itself as a straightforward, cost-effective, and reliable choice for standard as well as rigorous GMP production environments.