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Oxyma

Manufactured by Merck Group
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Oxyma is a laboratory equipment product developed by Merck Group. It is designed for the measurement and monitoring of oxygen levels in various applications. The core function of Oxyma is to provide accurate and reliable oxygen concentration data, without interpretation or extrapolation on its intended use.

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Lab products found in correlation

Piperidine, by Merck Group (3 mentions) N n diisopropylcarbodiimide dic, by Merck Group (2 mentions) Fmoc gly oh, by Merck Group (2 mentions) Fmoc pro oh, by Merck Group (2 mentions) N n dimethylformamide (dmf), by Merck Group (2 mentions) Dimethylformamide, by Thermo Fisher Scientific (1 mentions) Dichloromethane, by Thermo Fisher Scientific (1 mentions) Thioanisole, by Merck Group (1 mentions) Ethanedithiol, by Thermo Fisher Scientific (1 mentions) Anisole, by Merck Group (1 mentions) Diethyl ether, by Thermo Fisher Scientific (1 mentions) Acetonitrile, by Thermo Fisher Scientific (1 mentions) Piperidine, by Thermo Fisher Scientific (1 mentions) N n diisopropylethylamine, by Thermo Fisher Scientific (1 mentions) Rink amide chemmatrix resin, by Merck Group (1 mentions) Trifluoroacetic acid, by Merck Group (1 mentions) 4 2 hydroxyethyl 1 piperazineethanesulfonic acid hepes, by Merck Group (1 mentions) Initiator, by Biotage (1 mentions) Liberty blue peptide synthesizer, by CEM Corporation (1 mentions) 1260 infinity 2 hplc system, by Agilent Technologies (1 mentions)

Spelling variants of this product

Oxyma Pure (12 citations) Ethyl cyanohydroxyiminoacetate (Oxyma), (2 citations)

6 protocols using oxyma

1

Solid-Phase Peptide Synthesis Protocol

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Rink amide ChemMatrix® resin, Oxyma, and all other Fmoc-protected amino acids were purchased from Novabiochem®, Sigma-Aldrich (St. Louis, MO, USA). 2-(6-Chloro-1H-benzotriazole1-yl)-1,1,3,3-tetramethylaminium hexafluorophosphate (HCTU) was purchased from Chem Impex International (Wood Dale, IL, USA). Piperidine and ethanedithiol (98+%) were purchased from Alfa Aesar (Tewksbury, MA, USA). Trifluoroacetic acid (TFA, 97%), anisole (99%), thioanisole (≥99%), 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid (HEPES) and dopamine hydrochloride (H8502, ≥98%) were purchased from Sigma Aldrich (St. Louis, MO, USA). N,N′-Diisopropylcarbodiimide (DIC, 99%), N,N-Diisopropylethylamine (DIEA), Dimethylformamide (DMF, 99.9%), Dichloromethane (DCM, ≥99.8%), Diethyl ether and acetonitrile were purchased from Fisher Scientific (Fisher Scientific, Fairlawn, NJ, USA).
Fichman G, & Schneider J.P. (2021). Dopamine Self-Polymerization as a Simple and Powerful Tool to Modulate the Viscoelastic Mechanical Properties of Peptide-Based Gels. Molecules, 26(5), 1363.
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2

Microwave-Assisted Fmoc-SPPS Peptide Synthesis

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Peptides were assembled by stepwise microwave-assisted Fmoc-SPPS on a Biotage Alstra Initiator+ peptide synthesizer, operating in a 0.1 mmol scale. Activation of entering Fmoc-protected amino acids (0.3 M solution in DMF) was performed using 0.5 M ethyl cyanohydroxyiminoacetate (Oxyma, Sigma-Aldrich) in DMF/0.5 M DIC in DMF (1:1:1 molar ratio), with a 5 equiv. excess over the initial resin loading. Coupling steps were performed for 7 min at 75 °C. Fmoc-deprotection steps were performed by treatment with a 20% piperidine solution in DMF at room temperature (1 × 10 m). Following each coupling or deprotection step, peptidyl-resin was washed with DMF (4 × 3.5 ml). Upon complete chain assembly, the resin was washed with DCM (5 × 3.5 ml) and gently dried under a nitrogen flow.
Woodford M.R., Baker-Williams A.J., Sager R.A., Backe S.J., Blanden A.R., Hashmi F., Kancherla P., Gori A., Loiselle D.R., Castelli M., Serapian S.A., Colombo G., Haystead T.A., Jensen S.M., Stetler-Stevenson W.G., Loh S.N., Schmidt L.S., Linehan W.M., Bah A., Bourboulia D., Bratslavsky G, & Mollapour M. (2021). The tumor suppressor folliculin inhibits lactate dehydrogenase A and regulates the Warburg effect. Nature structural & molecular biology, 28(8), 662-670.
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3

Microwave-Assisted Peptide Synthesis of KRSH and KRA

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The KRSH and KRA peptides were synthesized using Liberty Blue peptide synthesizer (CEM corporation, USA) on Rink amide AM resin (146 mg with a resin loading of 0.684 mmol/g) using microwave aided Fmoc-d-Ala-OH, Fmoc-d-Lys(Boc)-OH, Fmoc-d-Arg(Pbf)-OH, Fmoc-d-Tyr(tBu)-OH, and Fmoc-d-Cys(Trt)-OH were used to assemble the peptide using standard Fmoc solid phase peptide synthesis (SPPS) protocols. As shown in Figure 1, the peptides were synthesized of 0.1 mmol and peptide couplings were performed by using Fmoc amino acid (5.0 eq) (Sigma, USA), N, N′-Diisopropylcarbodiimide (DIC) (Sigma, USA) (5.0 eq) and Oxyma (10.0 eq) (Sigma, USA) in DMF (total volume 4 ml) with the microwave irradiated for 4 min. Upon completion of SPPS, the N-terminal was acetylated on resin using capping solution (acetic anhydride 0.5 mL and DiPEA 0.87 mL in 5 mL DMF) for 1 hr at room temperature under nitrogen bubbling. Then resin was then flushed with DMF (3×5 mL) and DCM (2×5 mL). The peptides were deprotected and cleaved using cleavage cocktail (TFA/TIPS/EDT/H2O =92.5:2.5:2.5:2.5) for 1 hrs. Precipitation in MTBE/Hexane (1:1) yielded the peptide, which was purified by preparative RP-HPLC. The purity and identity were confirmed via analytical HPLC and high-resolution mass spectrometry.

The scheme of solid phase peptide synthesis with microwave-aided.

Zhan W., Liao X., Li L., Chen Z., Tian T., Yu L, & Chen Z. (2019). In vitro mitochondrial-targeted antioxidant peptide induces apoptosis in cancer cells. OncoTargets and therapy, 12, 7297-7306.
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4

Synthesis of GzmB Substrate Peptides

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FITC-labelled GzmB substrate peptides ((FITC)AIEFDSGc; lower case letters = d-form amino acids) were synthesized by Tufts University Core Facility and used for in vivo formulations. FITC-labelled GzmB substrate peptides with internal quencher ((5-FAM)aIEFDSG(K-CPQ2)kkc) were synthesized by CPC Scientific and used for all in vitro activity assays. Quenched fluorescent peptides for screening candidate substrates ((5-FAM)-{substrate}-(K-DABCYL)-amide)) were synthesized by Genscript or in-house, as described below. Mass-barcoded peptides for multiplexed urinary monitoring (eGVndneeGFFsAr(ANP)GG-{substrate}-GGC, ANP = 3-amino-3-(2-nitrophenyl)propionic acid) were synthesized in-house using the Liberty Blue Peptide Synthesizer (CEM). The peptide synthesis scale used was 0.025 mmol, and low-loading rink amide resin (CEM) was used. Amino acids (Chem-Impex) were resuspended in DMF (0.2 M), as were all synthesis buffers. Activator buffer used was diisopropylcarbodiimide (DIC; Sigma) (0.25 M) and the activator base buffer was Oxyma (0.25 M; CEM) while the deprotection buffer was piperidine (20% v/v; Sigma) supplemented with Oxyma (0.1 M). Crude peptides were purified on 1260 Infinity II HPLC system (Agilent) until a purity of 80% was achieved. Peptide mass and purity were validated by LC-MS (Agilent) and Autoflex MALDI-TOF mass spectrometer (Bruker).
Mac Q.D., Sivakumar A., Phuengkham H., Xu C., Bowen J.R., Su F.Y., Stentz S.Z., Sim H., Harris A.M., Li T.T., Qiu P, & Kwong G.A. (2022). Urinary detection of early responses to checkpoint blockade and of resistance to it via protease-cleaved antibody-conjugated sensors. Nature biomedical engineering, 6(3), 310-324.
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5

Peptide Synthesis Protocol Compendium

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Fmoc-Gly-OH (≥98.0%), Fmoc-Gln(Trt)-OH
(≥98.0%), Fmoc-Trp-OH (≥97.0%), Fmoc-Trp(Boc)-OH (≥97.0%),
Fmoc-Pro-OH (≥99.0%), Fmoc-Tyr(tBu)-OH (≥98.0%),
DIC (99%), Oxyma (97%), NMP (≥99.0%), toluene (≥99.5%),
piperidine (99%), piperazine (99%), and DBU (98%) were purchased from
Sigma-Aldrich; 2-Cl-trityl chloride resin (100–200 mesh, 1%
DVB, 1.0–1.6 mmol/g), Fmoc-His(Trt)-OH (≥98.0%), and
Fmoc-Asn(Trt)-OH were procured from Iris Biotech GmbH; Fmoc-Cys[(CH2)3COOtBu]-OH (≥98.5%) was obtained from
Flamma, Dalian HonKai Chemical Development and Fmoc–N-4-F-Bn-Gly-OH (≥98.5%) was purchased from PolyPeptide
Group; Fmoc-Arg(Pbf)-OH (≥98.5%) was purchase from Flamma;
Fmoc-Sar-OH (≥98.0%) was procured from Fluorochem; DMF (≥99.5%)
was purchased from Merck; and Isolute C18 was procured from Biotage.
Yang Y, & Hansen L. (2022). Optimized Fmoc-Removal Strategy to Suppress the Traceless and Conventional Diketopiperazine Formation in Solid-Phase Peptide Synthesis. ACS Omega, 7(14), 12015-12020.
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6

Solid-phase peptide synthesis

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Fmoc-Gly-OH, Fmoc-Ser(tBu)-OH, Fmoc-Ala-OH,
Fmoc-Pro-OH, Sieber amide resin, DMF, piperidine, oxyma, N,N′-diisopropylcarbodiimide (DIC), trifluoroacetic
acid (TFA), and dichloromethane (DCM) were purchased from Sigma Aldrich.
The chemicals used did not go through any purification.
Wang J., Berglund M.R., Braden T., Embry M.C., Johnson M.D., Groskreutz S.R., Sayyed F.B., Tsukanov S.V., White T.D., Jalan A., Seibert K.D, & Kopach M.E. (2022). Mechanistic Study of Diketopiperazine Formation during Solid-Phase Peptide Synthesis of Tirzepatide. ACS Omega, 7(50), 46809-46824.
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