Cas no 35737-15-6 (Nα-Fmoc-L-tryptophan)

Nα-Fmoc-L-tryptophan structure
Nα-Fmoc-L-tryptophan structure
Product Name:Nα-Fmoc-L-tryptophan
CAS No:35737-15-6
MF:C26H22N2O4
MW:426.463886737823
MDL:MFCD00037126
CID:54491
PubChem ID:978343
Update Time:2025-07-22

Nα-Fmoc-L-tryptophan Chemical and Physical Properties

Names and Identifiers

    • N(alpha)-Fmoc-L-tryptophan
    • N(alpha)-9-Fluorenylmethoxycarbonyl-L-tryptophan
    • Fmoc-Trp-OH
    • Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-tryptophan
    • 9-FLUORENYLMETHOXYCARBONYL-L-TRYPTOPHAN
    • Fmoc-L-Trp-OH
    • H-Ser(Bzl)-OH?HCl
    • Nalpha-FMOC-L-Tryptophan
    • N-Fmoc-L-Tryptophan
    • Nα-Fmoc-L-tryptophan
    • PARAGOS 300355
    • FMOC-L-TRP
    • Fmoc-L-tryptophan
    • FMOC-L-TRYPTOPHAN-OH
    • FMOC-TRP
    • FMOC-TRYPTOPHAN
    • L-TRYPTOPHAN-N-FMOC
    • Nalpha-FMOC-L-Trypto
    • N-Fmoc-L-Trp-OH
    • Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-tryptophan
    • Nalpha-(9-Fluorenylmethoxycarbonyl)-L-tryptophan
    • L-Tryptophan, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
    • MGHMWKZOLAAOTD-DEOSSOPVSA-N
    • C26H22N2O4
    • (s)-2-(((9h-fluoren-9-yl)methoxy)carbonylamino)-3-(1h-indol-3-yl)propanoic acid
    • (S)-2-((((9H-FLUOREN-9-YL)METHOXY)CARBONYL)AMINO)-3-(1H-INDOL-3-YL)PROPANOIC ACID
    • (S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(1H-indol-3-yl)-propionic acid
    • (2R)-2-{[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AM
    • PubChem10045
    • N-
    • A-Fmoc-L-tryptophan
    • MLS001359854
    • KSC223A7J
    • HMS3030J08
    • BDBM50043810
    • Fmoc-L-tryptophan(35737-15-6)
    • Fmoc-L-tryptophan:(35737-15-6)
    • (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(1H-indol-3-yl)propanoic acid
    • (2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(1H-indol-3-yl)propanoic acid
    • EN300-81250
    • Fmoc-L-Trp-OH Fmoc-L-tryptophan
    • J-300269
    • Fmoc-Trp-OH, >=97.0% (HPLC)
    • Q-101610
    • MFCD00037126
    • 35737-15-6
    • SCHEMBL119372
    • F0307
    • (((9H-Fluoren-9-yl)methoxy)carbonyl)-L-tryptophan
    • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]tryptophan #
    • AC-8601
    • (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(1H-indol-3-yl)propanoate;Fmoc-Trp-OH
    • NCGC00247299-01
    • AKOS012535969
    • AKOS015924240
    • A822965
    • M03374
    • AM82281
    • AS-12714
    • SMR001224401
    • N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-tryptophan (Fmoc-L-Trp-OH)
    • CS-W011637
    • NS00057859
    • CHEMBL292051
    • Fmoc-Trp-OH,98%
    • DB-038144
    • MDL: MFCD00037126
    • Inchi: 1S/C26H22N2O4/c29-25(30)24(13-16-14-27-23-12-6-5-7-17(16)23)28-26(31)32-15-22-20-10-3-1-8-18(20)19-9-2-4-11-21(19)22/h1-12,14,22,24,27H,13,15H2,(H,28,31)(H,29,30)/t24-/m0/s1
    • InChI Key: MGHMWKZOLAAOTD-DEOSSOPVSA-N
    • SMILES: O(C(N[C@H](C(=O)O)CC1=CNC2C=CC=CC1=2)=O)CC1C2C=CC=CC=2C2=CC=CC=C12
    • BRN: 4216624

Computed Properties

  • Exact Mass: 426.15800
  • Monoisotopic Mass: 426.158
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 32
  • Rotatable Bond Count: 7
  • Complexity: 663
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • XLogP3: 4.1
  • Topological Polar Surface Area: 91.4

Experimental Properties

  • Color/Form: powder
  • Density: 1.2501 (rough estimate)
  • Melting Point: 185.0 to 188.0 deg-C
  • Boiling Point: 711.9°C at 760 mmHg
  • Flash Point: 384.3℃
  • Refractive Index: -28.5 ° (C=1, DMF)
  • PSA: 91.42000
  • LogP: 5.09320
  • Solubility: Not determined
  • Specific Rotation: -29 o (c=1,DMF)
  • Optical Activity: [α]20/D ?29±1°, c =?1% in DMF

Nα-Fmoc-L-tryptophan Security Information

  • Signal Word:Warning
  • Hazard Statement: H302-H315-H319-H335
  • Warning Statement: P261-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S22-S24/25
  • Hazardous Material Identification: Xi
  • Storage Condition:2-8°C
  • Risk Phrases:R36/37/38
  • Safety Term:S22;S24/25

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Nα-Fmoc-L-tryptophan Production Method

Production Method 1

Reaction Conditions
Reference
Chiral separation of acidic compounds using an O-9-(tert-butylcarbamoyl)quinidine functionalized monolith in micro-liquid chromatography
Wang, Qiqin; et al, Journal of Chromatography A, 2016, 1444, 64-73

Production Method 2

Reaction Conditions
Reference
2-Acyl-dimedones as UV-active protective agents for chiral amino acids: enantiomer separations of the derivatives on chiral anion exchangers
Wernisch, Stefanie; et al, Analytical and Bioanalytical Chemistry, 2013, 405(25), 8011-8026

Production Method 3

Reaction Conditions
Reference
Preparation of an O-[2-(methacryloyloxy)-ethylcarbamoyl]-10,11-dihydroquinidine-silica hybrid monolithic column for the enantioseparation of amino acids by nano-liquid chromatography
Xu, Dongsheng; et al, Journal of Chromatography A, 2019, 1593, 63-72

Nα-Fmoc-L-tryptophan Raw materials

Nα-Fmoc-L-tryptophan Preparation Products

Nα-Fmoc-L-tryptophan Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:35737-15-6)Fmoc-L-色氨酸
Order Number:LE25956605
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:54
Price ($):discuss personally

Nα-Fmoc-L-tryptophan Related Literature

Additional information on Nα-Fmoc-L-tryptophan

Introduction to Nα-Fmoc-L-tryptophan (CAS No. 35737-15-6) in Modern Chemical Biology

Nα-Fmoc-L-tryptophan, with the chemical identifier CAS No. 35737-15-6, is a critically important compound in the field of chemical biology and pharmaceutical synthesis. This amino acid derivative is widely utilized in solid-phase peptide synthesis (SPPS), a cornerstone technique in the development of peptide-based therapeutics and research tools. The Fmoc (fluorenylmethyloxycarbonyl) group serves as an protecting group for the amino group of tryptophan, ensuring selective and efficient peptide bond formation during synthesis.

The significance of Nα-Fmoc-L-tryptophan extends beyond its role as a building block in peptide chemistry. Tryptophan, one of the 20 standard amino acids, is an essential component in proteins due to its structural and functional diversity. Its indole side chain contributes to the formation of hydrophobic pockets in proteins, influencing their three-dimensional conformation and biological activity. In recent years, advancements in mass spectrometry and structural biology have highlighted the importance of tryptophan residues in understanding protein function and disease mechanisms.

Recent studies have demonstrated that Nα-Fmoc-L-tryptophan plays a pivotal role in the synthesis of bioactive peptides with therapeutic potential. For instance, researchers have utilized this compound to develop novel antimicrobial peptides that target bacterial biofilms, offering a promising alternative to traditional antibiotics. The ability to precisely incorporate tryptophan residues into peptide sequences allows for fine-tuning of peptide properties, such as stability, solubility, and receptor binding affinity.

In the realm of drug discovery, Nα-Fmoc-L-tryptophan has been instrumental in the development of peptidomimetics—small molecules that mimic the structure and function of peptides but with improved pharmacokinetic properties. These peptidomimetics are being explored for their potential in treating neurological disorders, cancer, and inflammatory diseases. The versatility of Nα-Fmoc-L-tryptophan as a synthetic intermediate has made it a preferred choice for medicinal chemists seeking to optimize lead compounds.

The application of Nα-Fmoc-L-tryptophan in proteomics and biomarker discovery is another area of significant interest. Tryptophan-rich peptides are often used as affinity probes to isolate and identify specific proteins from complex biological samples. This has enabled researchers to uncover novel protein-protein interactions and post-translational modifications, which are critical for understanding cellular processes and disease pathogenesis.

From a synthetic chemistry perspective, Nα-Fmoc-L-tryptophan exemplifies the elegance of protecting group strategies in peptide synthesis. The Fmoc group is known for its stability under basic conditions but is easily removed under acidic conditions, making it an ideal choice for stepwise peptide assembly. This balance between stability and lability ensures high yields and purity during synthesis, which are essential for producing high-quality peptides for biological studies.

The demand for Nα-Fmoc-L-tryptophan has grown alongside the increasing interest in peptidergic drugs worldwide. Pharmaceutical companies are investing heavily in peptide-based therapies due to their high specificity and low toxicity profiles. As a result, suppliers specializing in fine chemicals have expanded their product portfolios to include high-purity forms of Nα-Fmoc-L-tryptophan, ensuring that researchers have access to reliable starting materials for their synthetic endeavors.

Future research directions may explore novel derivatives of Nα-Fmoc-L-tryptophan that exhibit enhanced biological activity or improved synthetic accessibility. For example, modifications to the indole ring could yield analogs with altered binding properties or increased resistance to enzymatic degradation. Such innovations could open up new avenues for therapeutic applications and deepen our understanding of tryptophan's role in biology.

In conclusion, Nα-Fmoc-L-tryptophan (CAS No. 35737-15-6) is a multifaceted compound with far-reaching implications in chemical biology and drug development. Its utility in peptide synthesis, coupled with its structural significance in proteins, makes it an indispensable tool for researchers striving to push the boundaries of biotechnology and medicine. As scientific methodologies continue to evolve, the importance of high-quality reagents like Nα-Fmoc-L-tryptophan will only continue to grow.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:35737-15-6)Fmoc-L-色氨酸
LE25956605
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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