Cas no 18800-78-7 (Boc-Gln-Osu)

Boc-Gln-Osu structure
Boc-Gln-Osu structure
Product Name:Boc-Gln-Osu
CAS No:18800-78-7
MF:C14H21N3O7
MW:343.33244395256
CID:230935
PubChem ID:16211303
Update Time:2025-07-20

Boc-Gln-Osu Chemical and Physical Properties

Names and Identifiers

    • Carbamic acid,[(1S)-4-amino-1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-4-oxobutyl]-,1,1-dimethylethyl ester (9CI)
    • Boc-Gln-OSu
    • Boc-L-Gln-OSu
    • Boc-L-glutamine N-hydroxy succinimide ester
    • Carbamic acid,[(1S)-4-amino-1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-4-oxobutyl]-,1,1-dimet...
    • Boc-Gln-ONSu
    • BOC-GLUTAMINE-OSU
    • BOC-L-GLUTAMINE HYDROXYSUCCINIMIDE ESTER
    • BOC-L-GLUTAMINE N-HYDROSUCCINIMIDE ESTER
    • N-tert-butoxycarbonyl-L-glutamine N-hydroxysuccinimide ester
    • N-tert-Butoxycarbonyl-L-glutamine-N-hydroxysuccinimide est
    • N-ALPHA-T-BOC-L-GLUTAMINE N-HYDROXYSUCCINIMIDE ESTER
    • N-alpha-t-Butyloxycarbonyl-L-glutamine succinimidyl ester
    • AS-49126
    • 18800-78-7
    • SCHEMBL9468935
    • CS-0333755
    • 2,5-Dioxopyrrolidin-1-yl (tert-butoxycarbonyl)-L-glutaminate
    • L-Glutamine, N2-[(1,1-dimethylethoxy)carbonyl]-, 2,5-dioxo-1-pyrrolidinyl ester
    • Carbamic acid,[(1S)-4-amino-1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-4-oxobutyl]-,1,1-dimethylethyl ester(9ci)
    • AKOS024259130
    • J-012109
    • FD21580
    • BOC-L-GLUTAMINE N-HYDROXYSUCCINIMIDE ESTER
    • Boc-L-glutamineN-hydrosuccinimide ester≥ 98% (Assay)
    • Boc-Gln-Osu
    • MDL： MFCD00055962
    • Inchi： 1S/C14H21N3O7/c1-14(2,3)23-13(22)16-8(4-5-9(15)18)12(21)24-17-10(19)6-7-11(17)20/h8H,4-7H2,1-3H3,(H2,15,18)(H,16,22)/t8-/m0/s1
    • InChI Key： WWXJEZQDOXUDOV-QMMMGPOBSA-N
    • SMILES： O(C(N[C@H](C(=O)ON1C(CCC1=O)=O)CCC(N)=O)=O)C(C)(C)C

Computed Properties

  • Exact Mass: 343.13800
  • Monoisotopic Mass: 343.13795002g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 10
  • Complexity: 537
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.8
  • Topological Polar Surface Area: 145?2

Experimental Properties

  • Melting Point: 121-124?°C (dec.)
  • PSA: 145.10000
  • LogP: 0.78150

Boc-Gln-Osu Security Information

  • WGK Germany：3
  • FLUKA BRAND F CODES：10-21

Boc-Gln-Osu Pricemore >>

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Boc-Gln-Osu Related Literature

Additional information on Boc-Gln-Osu

Comprehensive Guide to Boc-Gln-Osu (CAS No. 18800-78-7): Properties, Applications, and Industry Insights

Boc-Gln-Osu (CAS No. 18800-78-7), also known as N-tert-Butoxycarbonyl-L-glutamine N-hydroxysuccinimide ester, is a highly versatile amino acid derivative widely used in peptide synthesis and bioconjugation. This compound plays a pivotal role in modern pharmaceutical research, drug development, and biotechnology, making it a subject of significant interest among scientists and industry professionals. Its unique chemical properties, including the Boc-protecting group and NHS ester functionality, enable precise control over peptide coupling reactions.

One of the most frequently searched questions about Boc-Gln-Osu is its solubility and storage conditions. This compound is typically soluble in polar aprotic solvents such as dimethylformamide (DMF) or dimethyl sulfoxide (DMSO), but insoluble in water. Proper storage at -20°C under inert conditions is critical to maintain its stability, as the NHS ester moiety is sensitive to hydrolysis. Researchers often inquire about alternatives like Fmoc-Gln-Osu or Boc-Gln-OH, highlighting the need for comparative studies in synthetic workflows.

In the context of peptide therapeutics, a rapidly growing market driven by demand for targeted cancer treatments and diabetes management, Boc-Gln-Osu offers distinct advantages. Its glutamine side chain contributes to peptide stability and bioactivity, while the Boc group allows for orthogonal deprotection strategies in solid-phase peptide synthesis (SPPS). Recent publications in journals like Organic & Biomolecular Chemistry emphasize its utility in constructing complex glycopeptides and antibody-drug conjugates (ADCs).

The green chemistry movement has sparked interest in optimizing Boc-Gln-Osu synthesis to reduce environmental impact. Innovations such as catalyst-free coupling and biodegradable protecting groups are being explored to align with sustainable pharmaceutical manufacturing trends. Analytical techniques like HPLC and LC-MS are crucial for quality control, addressing another common search query regarding purity verification methods for this reagent.

From a commercial perspective, Boc-Gln-Osu suppliers increasingly highlight GMP-grade options to meet regulatory requirements for clinical-stage compounds. The global peptide synthesis reagent market, valued at USD 4.2 billion in 2023 according to Grand View Research, underscores the economic significance of such building blocks. Technical discussions often focus on racemization risks during activation and strategies to minimize epimerization—key concerns when working with glutamine derivatives.

Emerging applications in proteomics research and chemical biology probes further expand the relevance of Boc-Gln-Osu. Its compatibility with click chemistry platforms and ability to incorporate unnatural amino acids make it valuable for developing next-generation biologics. As the scientific community pursues personalized medicine solutions, the demand for high-purity protected amino acid derivatives like this compound will continue to rise.

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