Cas no 4299-69-8 (L-Tryptophan benzyl ester)

L-Tryptophan benzyl ester is a protected derivative of the essential amino acid L-tryptophan, where the carboxyl group is esterified with benzyl alcohol. This modification enhances the compound's stability and solubility in organic solvents, making it a valuable intermediate in peptide synthesis and pharmaceutical research. The benzyl ester group can be selectively removed under mild hydrogenolysis conditions, allowing for controlled deprotection without affecting other functional groups. Its chiral purity and compatibility with solid-phase synthesis further contribute to its utility in constructing complex peptides and bioactive molecules. The compound is particularly useful in applications requiring precise manipulation of tryptophan residues under non-aqueous conditions.
L-Tryptophan benzyl ester structure
L-Tryptophan benzyl ester structure
Product Name:L-Tryptophan benzyl ester
CAS No:4299-69-8
MF:C18H18N2O2
MW:294.347724437714
MDL:MFCD02683457
CID:928637
PubChem ID:24877855
Update Time:2025-10-29

L-Tryptophan benzyl ester Chemical and Physical Properties

Names and Identifiers

    • l-tryptophan benzyl ester 98
    • (L)-tryptophan benzyl ester
    • L-TRYPTOPHAN BENZYL ESTER
    • tryptophan benzyl ester
    • BDBM50030124
    • L-TRYPTOPHAN BENZYL ESTER 98
    • DTXSID50426796
    • CS-0044687
    • (S)-2-Amino-3-(1H-indol-3-yl)-propionic acid benzyl ester
    • AKOS015888881
    • TYQYRKDGHAPZRF-INIZCTEOSA-N
    • CHEMBL278555
    • L-Tryptophan benzyl ester, 98%
    • L-Tryptophan benzylester
    • BENZYL (2S)-2-AMINO-3-(1H-INDOL-3-YL)PROPANOATE
    • 4299-69-8
    • Trp-OBzl
    • (S)-Benzyl 2-amino-3-(1H-indol-3-yl)propanoate
    • MFCD02683457
    • H-Trp-OBzl
    • F87461
    • SCHEMBL1167914
    • 2-Amino-3-(1H-indol-3-yl)-propionic acid benzyl ester
    • L-Tryptophan benzyl ester
    • MDL: MFCD02683457
    • Inchi: 1S/C18H18N2O2/c19-16(18(21)22-12-13-6-2-1-3-7-13)10-14-11-20-17-9-5-4-8-15(14)17/h1-9,11,16,20H,10,12,19H2/t16-/m0/s1
    • InChI Key: TYQYRKDGHAPZRF-INIZCTEOSA-N
    • SMILES: O(CC1C=CC=CC=1)C([C@H](CC1=CNC2C=CC=CC1=2)N)=O

Computed Properties

  • Exact Mass: 294.13700
  • Monoisotopic Mass: 294.136827821g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 6
  • Complexity: 368
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 68.1?2

Experimental Properties

  • Color/Form: solid
  • Melting Point: 77-80?°C (lit.)
  • PSA: 68.11000
  • LogP: 3.48140
  • Solubility: Not determined
  • Optical Activity: [α]20/D +9.9°, c =?1 in ethanol

L-Tryptophan benzyl ester Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Storage Condition:(BD136811)

L-Tryptophan benzyl ester Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

L-Tryptophan benzyl ester Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Chemenu
CM262268-5g
(S)-Benzyl 2-amino-3-(1H-indol-3-yl)propanoate
4299-69-8 97%
5g
$411 2021-06-09
Alichem
A199009925-5g
(S)-Benzyl 2-amino-3-(1H-indol-3-yl)propanoate
4299-69-8 97%
5g
$457.60 2023-09-01
TRC
L219060-100mg
L-Tryptophan benzyl ester
4299-69-8
100mg
$ 125.00 2022-06-04
TRC
L219060-250mg
L-Tryptophan benzyl ester
4299-69-8
250mg
$ 260.00 2022-06-04
TRC
L219060-500mg
L-Tryptophan benzyl ester
4299-69-8
500mg
$ 415.00 2022-06-04
Apollo Scientific
OR46743-1g
L-Tryptophan benzyl ester
4299-69-8 94%
1g
£35.00 2025-02-20
Apollo Scientific
OR46743-5g
L-Tryptophan benzyl ester
4299-69-8 94%
5g
£104.00 2025-02-20
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
L921453-1g
L-TRYPTOPHAN BENZYL ESTER
4299-69-8 98%
1g
¥1,187.10 2022-01-10
Chemenu
CM262268-5g
(S)-Benzyl 2-amino-3-(1H-indol-3-yl)propanoate
4299-69-8 97%
5g
$411 2023-02-02
eNovation Chemicals LLC
D138804-100g
L-TRYPTOPHANBENZYLESTER98
4299-69-8 95%
100g
$1350 2024-08-03

Additional information on L-Tryptophan benzyl ester

L-Tryptophan Benzyl Ester: A Comprehensive Overview

The compound with CAS No 4299-69-8, commonly referred to as L-Tryptophan Benzyl Ester, is a significant molecule in the fields of biochemistry and pharmacology. This compound is a derivative of L-Tryptophan, an essential amino acid, and is formed by esterification with benzyl alcohol. The resulting structure introduces unique properties that make it valuable in various applications, particularly in drug development and biochemical research.

L-Tryptophan Benzyl Ester has garnered attention due to its potential in modulating serotonin pathways. Recent studies have highlighted its role in influencing neurotransmitter synthesis, which has implications for treating conditions such as depression and anxiety. Researchers have explored its ability to cross the blood-brain barrier more efficiently than free L-Tryptophan, making it a promising candidate for targeted therapies.

The synthesis of L-Tryptophan Benzyl Ester involves a multi-step process that ensures high purity and stability. Advanced techniques, such as enzymatic catalysis and chromatographic purification, are employed to optimize yield and maintain the integrity of the molecule. These methods align with current trends in green chemistry, emphasizing sustainability and efficiency in chemical production.

One of the most exciting developments involving L-Tryptophan Benzyl Ester is its application in peptide synthesis. As a protected amino acid derivative, it facilitates the construction of complex peptide sequences with high precision. This has been particularly beneficial in the development of biologics and vaccines, where precise molecular architecture is critical for efficacy.

Recent advancements in computational chemistry have also shed light on the structural dynamics of L-Tryptophan Benzyl Ester. Molecular modeling studies reveal that the benzyl group enhances the molecule's hydrophobicity, which influences its interactions within biological systems. This insight has informed the design of new analogs with improved pharmacokinetic profiles.

In terms of therapeutic applications, L-Tryptophan Benzyl Ester is being investigated for its potential in neuroprotection and anti-inflammatory therapies. Preclinical studies suggest that it may exert neuroprotective effects by mitigating oxidative stress and reducing neuroinflammation. These findings underscore its potential as a versatile agent in addressing multifaceted neurological disorders.

The global market for amino acid derivatives is experiencing growth driven by increasing demand from pharmaceuticals and nutraceuticals sectors. Within this context, L-Tryptophan Benzyl Ester is positioned as a key ingredient due to its versatility and bioavailability. Its inclusion in dietary supplements targeting mental health and cognitive function reflects its rising popularity among consumers seeking natural solutions.

Looking ahead, ongoing research aims to further elucidate the mechanisms underlying the biological activity of L-Tryptophan Benzyl Ester. Collaborative efforts between academia and industry are expected to accelerate its translation into clinical applications. Additionally, innovations in manufacturing processes are anticipated to enhance scalability and reduce production costs, making this compound more accessible for widespread use.

In conclusion, L-Tryptophan Benzyl Ester (CAS No 4299-69-8) stands at the intersection of cutting-edge research and practical application. Its unique properties, combined with advancements in synthesis and understanding, position it as a pivotal molecule in advancing healthcare solutions. As research continues to uncover new dimensions of its potential, this compound is poised to play an increasingly important role in both therapeutic development and nutritional science.

Recommended suppliers
Shanghai Hongxiang Biomedical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shanghai Hongxiang Biomedical Technology Co., Ltd.
Shandong Jing Kun Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.
Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Amadis Chemical Company Limited
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.
Shanghai Jinhuan Chemical CO., LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shanghai Jinhuan Chemical CO., LTD.