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| Targets |
Z-Gly-Osu is a chemical coupling reagent used in peptide synthesis. It has no biological target; its function is to activate the carboxyl group of the amino acid for reaction with an amine. The Cbz (Z) group is a protecting group for the N-terminus of glycine, which can be removed by hydrogenolysis (H2, Pd/C). The OSu ester activates the glycine for amide bond formation. It does not interact with biological receptors or enzymes in a therapeutic manner.
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| ln Vitro |
Amino acids and amino acid derivatives have been commercially used as ergogenic supplements. They influence the secretion of anabolic hormones, supply of fuel during exercise, mental performance during stress related tasks and prevent exercise induced muscle damage. They are recognized to be beneficial as ergogenic dietary substances[1].
Not applicable. Z-Gly-Osu is not a drug and has no direct in vitro biological activity. It is used as a chemical reagent in peptide synthesis. In vitro, it can be used to conjugate Cbz-Gly to amine-containing molecules or surfaces. The compound is hydrolyzed slowly in aqueous solution. It is not evaluated in standard enzyme inhibition or cell viability assays for drug discovery. It is a synthetic intermediate. |
| ln Vivo |
Not applicable. Z-Gly-Osu is not intended for in vivo use as a drug. It is a chemical reagent. It is used in the synthesis of peptides that may have biological activity, but the reagent itself is not administered. No therapeutic in vivo activity is reported.
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| Enzyme Assay |
Not applicable. Z-Gly-Osu is a chemical reagent, not a standard enzyme inhibitor. Its purity (>95%) is assessed by HPLC. The structure is confirmed by ¹H NMR (aromatic protons delta 7.3-7.4 ppm, CH2 delta 4.1-4.3 ppm, OSu delta 2.8-2.9 ppm) and mass spectrometry (ESI-MS, expected [M+H]+ m/z 307). Physicochemical properties: MW 306.27, white powder, soluble in DMSO, DCM, and acetonitrile, stored at -20degC. The compound is moisture-sensitive.
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| Cell Assay |
Not applicable. Z-Gly-Osu is not used in standard cell-based assays for drug discovery. For toxicity screening, HepG2 or HEK293 cells are seeded in 96-well plates (1×10⁴ cells/well) and treated with the compound (1-1000 uM) for 24-72 h. Cell viability is measured by MTT assay. The CC₅0 is expected to be >100 uM, indicating moderate to low cytotoxicity. The compound is a chemical reagent, not a test agent for pharmacological studies.
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| Animal Protocol |
No in vivo animal protocol for Z-Gly-Osu exists, as it is not a drug candidate. For acute toxicity testing, female Sprague-Dawley rats (n=3-5 per dose) are administered a single oral dose of the compound in 0.5% methylcellulose at 500, 1000, 2000 mg/kg and observed for 14 days for mortality and clinical signs. The LD₅0 is expected to be >1000 mg/kg (moderate acute toxicity). This protocol is not typically performed.
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| ADME/Pharmacokinetics |
No PK data for Z-Gly-Osu is available, as it is a chemical reagent. It is not intended for systemic administration. The compound is hydrolyzed by water and is unstable in biological fluids. It is stored at -20degC under inert gas (nitrogen). For research use, it is stored at -20degC in a tightly sealed container, protected from moisture.
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| Toxicity/Toxicokinetics |
For Z-Gly-Osu, hazard statements: H315 (Causes skin irritation), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation). Signal word: Warning. Precautionary statements: P261 (Avoid breathing dust/fume/gas/mist/vapors/spray), P280 (Wear protective gloves/protective clothing/eye protection/face protection), P305+P351+P338 (IF IN EYES: Rinse cautiously with water for several minutes). Storage: at -20degC, sealed, protect from moisture.
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| References | |
| Additional Infomation |
Z-Gly-Osu (Z-glycine N-hydroxysuccinimide ester; CAS# 2899-60-7) is a research-grade peptide coupling reagent. It is not an FDA-approved drug. It is used in peptide synthesis to couple N-protected glycine to amine-containing molecules. For research and industrial synthesis use only, not for diagnostic or therapeutic applications. Purity: ≥95%. Storage: -20degC, sealed, protect from moisture.
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| Molecular Formula |
C14H14N2O6
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|---|---|
| Molecular Weight |
306.27
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| Exact Mass |
306.085
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| CAS # |
2899-60-7
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| PubChem CID |
76177
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| Appearance |
White to off-white solid powder
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| Density |
1.4±0.1 g/cm3
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| Melting Point |
111-115ºC
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| Index of Refraction |
1.59
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| LogP |
-0.15
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| Hydrogen Bond Donor Count |
1
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| Hydrogen Bond Acceptor Count |
6
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| Rotatable Bond Count |
7
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| Heavy Atom Count |
22
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| Complexity |
442
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| Defined Atom Stereocenter Count |
0
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| SMILES |
O=C(ON1C(CCC1=O)=O)CNC(OCC2=CC=CC=C2)=O
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| InChi Key |
WSCWXNZWFZXKEH-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C14H14N2O6/c17-11-6-7-12(18)16(11)22-13(19)8-15-14(20)21-9-10-4-2-1-3-5-10/h1-5H,6-9H2,(H,15,20)
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| Chemical Name |
(2,5-dioxopyrrolidin-1-yl) 2-(phenylmethoxycarbonylamino)acetate
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.2651 mL | 16.3255 mL | 32.6509 mL | |
| 5 mM | 0.6530 mL | 3.2651 mL | 6.5302 mL | |
| 10 mM | 0.3265 mL | 1.6325 mL | 3.2651 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.