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n-methylmorpholine (nmm)  (Nacalai)

 
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    Nacalai n-methylmorpholine (nmm)
    N Methylmorpholine (Nmm), supplied by Nacalai, used in various techniques. Bioz Stars score: 90/100, based on 1 PubMed citations. ZERO BIAS - scores, article reviews, protocol conditions and more
    https://www.bioz.com/product/n-methylmorpholine/n+methylmorpholine++nmm+/pmc11011658__am3c14592_si_001-2-28-30
    Average 90 stars, based on 1 article reviews
    n-methylmorpholine (nmm) - by Bioz Stars, 2026-10
    90/100 stars

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    other:

    Article Title: Distal C–H functionalization of alkoxyarenes through organic photoredox-catalyzed radical–radical coupling
    Article Snippet: Nacalai Tesque Inc. Potassium Carbonate, Benzaldehyde, Chloromethyl Methyl Ether, N-Methylmorpholine.

    Article Title: Deamidation and Isoaspartate Formation in Smeared Tau in Paired Helical Filaments
    Article Snippet: Fmoc-L-Asp-OtBu and Fmoc-L-Lys (Boc)resin were obtained from Calbiochem-Novabiochem (La Jolla, CA), piperidine was obtained from Wako Pure Chemical Industries (Osaka, Japan), and anisole, 1,2-ethanedithiol, N-methylmorpholine, and piperidine were obtained from Nacalai Tesque (Kyoto, Japan).

    Article Title: Synthesis of polyisocyanides bearing oligothiophene pendants: higher-order structural control through pendant framework design
    Article Snippet: N-Formyl-Lalanine and N-methylmorpholine were purchased from Nacalai (Kyoto, Japan).

    Article Title: Gallic acid glycerol ester promotes weight-loss in rats.
    Article Snippet: Isobutyl chloroformate was purchased from Wako Pure Chemical Industries, Ltd. N-Methylmorpholine was purchased from Nacalai Tesque, Inc.(Kyoto, Japan).

    Article Title: Ferulic acid esters and weight-loss promoting effects in rats.
    Article Snippet: N-Methylmorpholine was purchased from Nacalai Tesque, Inc.(Kyoto, Japan).

    Article Title: A Senomorphic‐Conjugated Scaffold for Application of Senescent Cells in Regenerative Medicine
    Article Snippet: Briefly, to the gelatin solution (5 mL), 27.5 μL N-methylmorpholine (Nacalai Tesque Inc., Kyoto, Japan), 0.28 mg EGCG (Theaphenon EGCG; Tea Solutions, Hara Office Inc., Tokyo, Japan), and 69.2 mg of 4-(4,6-dimethoxy-1,3,5-triazin-2yl)-4-methyl-morpholinium chloride (Tokyo Chemical Industry Co., Ltd., Tokyo, Japan) were added, and the solution was mixed at room temperature for 24 h to induce chemical bond formation between gelatin and EGCG.

    Article Title: Simultaneous ultraviolet B-induced photo-oxidation of tryptophan/tyrosine and racemization of neighboring aspartyl residues in peptides.
    Article Snippet: Fmoc-amino acids, Fmoc-Arg (Mtr)-alko resin, HOBt H2O, and PyBOP (Watanabe Chemical Industries); thioanisole, ethyl methyl sulfide, thiophenol, 2-methylindole, and trifluoroacetic acid (TFA) (Wako Pure Chemical Industries); N-methylmorpholine and 1,2-ethanedithiol (Nacalai Tesque); N,N-dimethylformamide and dimethyl ether (Sigma–Aldrich); and piperidine (Tokyo Chemical Industry) were used for solid-phase peptide synthesis.



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    Image Search Results


    (A) Digital image of Fmoc-amino acid in the presence of 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC.HCl) and Oxyma prior to aqueous activation. (B) Fmoc-amino acid with EDC.HCl and Oxyma, N-methylmorpholine (NMM), in water mixed manually, showing incomplete dissolution and visible undissolved particulates. (C) The same mixture subjected to ultrasonic agitation at ambient temperature for 10 min, exhibiting persistent phase heterogeneity and incomplete solubilization. (D) Mixture heated to ∼50 °C with manual stirring, showing partial dispersion but continued presence of undissolved material. (E) Mixture heated to ∼50 °C and simultaneously subjected to ultrasonic irradiation for 10 min, resulting in a homogeneous yellow solution, indicating complete dissolution in water.

    Journal: bioRxiv

    Article Title: Thermal-Acoustic Activation of Hydrophobic Polystyrene Supports for High-Efficiency Aqueous Solid-Phase Peptide Synthesis

    doi: 10.64898/2026.05.05.722603

    Figure Lengend Snippet: (A) Digital image of Fmoc-amino acid in the presence of 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC.HCl) and Oxyma prior to aqueous activation. (B) Fmoc-amino acid with EDC.HCl and Oxyma, N-methylmorpholine (NMM), in water mixed manually, showing incomplete dissolution and visible undissolved particulates. (C) The same mixture subjected to ultrasonic agitation at ambient temperature for 10 min, exhibiting persistent phase heterogeneity and incomplete solubilization. (D) Mixture heated to ∼50 °C with manual stirring, showing partial dispersion but continued presence of undissolved material. (E) Mixture heated to ∼50 °C and simultaneously subjected to ultrasonic irradiation for 10 min, resulting in a homogeneous yellow solution, indicating complete dissolution in water.

    Article Snippet: N, N’ -diisopropylethylamine (DIPEA) (CAS Number: 387649), N-methylmorpholine (NMM) (CAS Number: 109-02-4), piperedine (PIP) (CAS Number: 110-89-4), (Acetic anhydride (CAS Number: 108-24-7) acetonitrile (ACN) (CAS Number: 75-05-8), methanol (MeOH) (CAS Number: 67-56-1), isopropyl alcohol (IPA) (CAS Number: 67-63-0), N, N’ -dimethylformamide (DMF) (CAS Number: 68-12-2), dichloromethane (DCM) (CAS Number: 75-09-2), trifluoroacetic acid (TFA) (CAS Number: 76-05-1), triisopropylsilane (TIS) (CAS Number: T1533), diethyl ether (CAS Number: 60-29-7), and tert-butyl methyl ether (CAS Number: 1634-04-4) were obtained from Loba Chemie Private Limited.

    Techniques: Activation Assay, Dissolution, Dispersion, Irradiation

    Schematic representation of the coupling mechanism of Fmoc-protected amino acids on 2-chlorotrityl chloride (2-CTC) polystyrene resin under thermal–acoustic conditions. Initially, N -Methylmorpholine (NMM) is dissolved in water ( Step-1 ), and the Fmoc-amino acid is further dissolved in this mixture under heating and ultrasonic irradiation, generating a homogeneous aqueous solution ( Step-2 ). Upon addition of EDC·HCl, the carboxylate group is activated to form an O -acylisourea intermediate ( Step-3 ), which is subsequently stabilized by Oxyma to produce a reactive active ester ( Step-4 ). Under thermal–acoustic conditions, the activated ester diffuses into the hydrophobic resin matrix and reacts with the free amine ( Step-5 ), resulting in amide bond formation and extension of the peptide chain ( Step-6 ).

    Journal: bioRxiv

    Article Title: Thermal-Acoustic Activation of Hydrophobic Polystyrene Supports for High-Efficiency Aqueous Solid-Phase Peptide Synthesis

    doi: 10.64898/2026.05.05.722603

    Figure Lengend Snippet: Schematic representation of the coupling mechanism of Fmoc-protected amino acids on 2-chlorotrityl chloride (2-CTC) polystyrene resin under thermal–acoustic conditions. Initially, N -Methylmorpholine (NMM) is dissolved in water ( Step-1 ), and the Fmoc-amino acid is further dissolved in this mixture under heating and ultrasonic irradiation, generating a homogeneous aqueous solution ( Step-2 ). Upon addition of EDC·HCl, the carboxylate group is activated to form an O -acylisourea intermediate ( Step-3 ), which is subsequently stabilized by Oxyma to produce a reactive active ester ( Step-4 ). Under thermal–acoustic conditions, the activated ester diffuses into the hydrophobic resin matrix and reacts with the free amine ( Step-5 ), resulting in amide bond formation and extension of the peptide chain ( Step-6 ).

    Article Snippet: N, N’ -diisopropylethylamine (DIPEA) (CAS Number: 387649), N-methylmorpholine (NMM) (CAS Number: 109-02-4), piperedine (PIP) (CAS Number: 110-89-4), (Acetic anhydride (CAS Number: 108-24-7) acetonitrile (ACN) (CAS Number: 75-05-8), methanol (MeOH) (CAS Number: 67-56-1), isopropyl alcohol (IPA) (CAS Number: 67-63-0), N, N’ -dimethylformamide (DMF) (CAS Number: 68-12-2), dichloromethane (DCM) (CAS Number: 75-09-2), trifluoroacetic acid (TFA) (CAS Number: 76-05-1), triisopropylsilane (TIS) (CAS Number: T1533), diethyl ether (CAS Number: 60-29-7), and tert-butyl methyl ether (CAS Number: 1634-04-4) were obtained from Loba Chemie Private Limited.

    Techniques: Irradiation