CAS 5241-64-5

tert-Butoxycarbonyl-D-tryptophan

Description:

Tert-Butoxycarbonyl-D-tryptophan, commonly referred to as Boc-D-Trp, is a derivative of the amino acid tryptophan, characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group on the amino group. This compound is typically used in peptide synthesis as a protective group, allowing for the selective modification of other functional groups without interference. The Boc group is stable under basic conditions but can be easily removed under acidic conditions, making it a valuable tool in organic synthesis. Tert-Butoxycarbonyl-D-tryptophan retains the indole side chain characteristic of tryptophan, contributing to its role in the formation of peptides and proteins. It is a white to off-white solid, soluble in organic solvents, and has a relatively high molecular weight due to the Boc group. The compound is utilized in various biochemical applications, including drug development and the synthesis of biologically active peptides, due to its ability to enhance the stability and solubility of the resulting compounds.

Formula: C₁₆H₂₀N₂O₄

InChI: InChI=1S/C16H20N2O4/c1-16(2,3)22-15(21)18-13(14(19)20)8-10-9-17-12-7-5-4-6-11(10)12/h4-7,9,13,17H,8H2,1-3H3,(H,18,21)(H,19,20)/t13-/m1/s1

InChI key: InChIKey=NFVNYBJCJGKVQK-CYBMUJFWSA-N

SMILES: C([C@@H](NC(OC(C)(C)C)=O)C(O)=O)C=1C=2C(NC1)=CC=CC2

Synonyms:

• (2R)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoate
• (2R)-3-(1H-Indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• (R)-2-(((tert-Butoxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoic acid
• (R)-2-[(tert-Butoxycarbonyl)amino]-3-(1H-indol-3-yl)propionic acid
• <span class="text-smallcaps">D</span>-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-
• Boc-<span class="text-smallcaps">D</span>-Tryptophan
• Boc-D-Trp-OH
• Boc-D-tryptophan
• N-BOC-<span class="text-smallcaps">D</span>-tryptophan
• N-[(1,1-Dimethylethoxy)carbonyl]-<span class="text-smallcaps">D</span>-tryptophan
• N-tert-Butoxycarbonyl-<span class="text-smallcaps">D</span>-tryptophan
• N-tert-Butyloxycarbonyl-<span class="text-smallcaps">D</span>-tryptophan
• Tryptophan, N-carboxy-, N-tert-butyl ester, <span class="text-smallcaps">D</span>-
• tert-Butoxycarbonyl-<span class="text-smallcaps">D</span>-tryptophan
• D-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-
• Tryptophan, N-carboxy-, N-tert-butyl ester, D-
• N-tert-Butyloxycarbonyl-D-tryptophan
• N-tert-Butoxycarbonyl-D-tryptophan
• N-[(1,1-Dimethylethoxy)carbonyl]-D-tryptophan
• α
• N-ALPHA-TERT-BUTYLOXYCARBONYL-D-TRYPTOPHANE
• BOC-D-TRP
• BOC-D-TRYPTOPHANE
• N(a)-Boc-D-tryptophan
• N
• N-ALPHA-T-BUTYLOXYCARBONYL-D-TRYPTOPHAN
• N(ALPHA)-BOC-D-TRYPTOPHAN
• BOC-D-TRYPTOPHAN-OH
• RARECHEM AH BS 0079
• n(à)-boc-d-tryptophan
• N-ALPHA-T-BOC-D-TRYPTOPHAN
• N-BOC-D-TRYPTOPHAN
• N-BOC-D-Tryptophane
• Nalpha-Boc-D-Tryptophane
• N-(TERT-BUTOXYCARBONYL)-D-TRYPTOPHANE

N-(tert-Butoxycarbonyl)-D-tryptophan

CAS: 5241-64-5

Formula: C₁₆H₂₀N₂O₄

Purity: >98.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 304.35

Ref: 3B-B2259

N(α)-Boc-D-tryptophan, 97%

CAS: 5241-64-5

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₁₆H₂₀N₂O₄

Purity: 97%

Color and Shape: Crystals or powder or crystalline powder or lumps, White

Molecular weight: 304.35

Ref: 02-L09214

N-[(tert-Butoxy)carbonyl]-D-tryptophan

CAS: 5241-64-5

Formula: C₁₆H₂₀N₂O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 304.3410

Ref: IN-DA0037R7

Boc-D-Trp-OH

CAS: 5241-64-5

Formula: C₁₆H₂₀N₂O₄

Molecular weight: 304.35

Ref: 7W-GM3361

Boc-D-Trp-OH

CAS: 5241-64-5

Boc-D-Trp-OH

Purity: 99%

Molecular weight: 304.34g/mol

Ref: 54-OR1012506

Boc-D-Trp-OH

CAS: 5241-64-5

Boc-D-Trp-OH is a trisubstituted, enantiomerically pure, excitatory amino acid. It has been shown to stimulate the release of neurotransmitters in the central nervous system and to have potent antitumor activity. Boc-D-Trp-OH is an unsaturated ketone that can be used as a building block for peptide synthesis. The disulfide bond present in this molecule may be reduced by the addition of DTT or DTE. This compound has also been shown to have cardiac hypertrophy inhibiting effects, due to its ability to inhibit PDE5 enzyme activity.

Formula: C₁₆H₂₀N₂O₄

Purity: Min. 95%

Molecular weight: 304.34 g/mol

Ref: 3D-BDW-2602

Boc-D-Trp-OH

CAS: 5241-64-5

M03330 - Boc-D-Trp-OH

Formula: C₁₆H₂₀N₂O₄

Purity: 97%

Color and Shape: White powder

Molecular weight: 304.346

Ref: 10-M03330

N-α-Boc-D-tryptophan

CAS: 5241-64-5

N-alpha-Boc-D-tryptophan is a synthetic molecule that is used in the synthesis of cyclic peptides. It is a nonpeptide amide and has been shown to have potent antitumor activity. N-alpha-Boc-D-tryptophan has been studied as a potential cancer therapeutic agent, with high cytotoxicity and molecular modeling studies indicating that it may be an effective drug for the treatment of cancer. The compound binds to the receptor and blocks the binding site, preventing activation of the receptor by its natural ligand. This synthetic process can be used as a template molecule for other compounds that bind to this receptor.

Formula: C₁₆H₂₀N₂O₄

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 304.34 g/mol

Ref: 3D-FB47093

BOC-D-Tryptophan extrapure, 99%

CAS: 5241-64-5

Formula: C₁₆H₂₀N₂O₄

Purity: min.99%

Color and Shape: White to Off White, Crystalline compound

Molecular weight: 304.34

Ref: SR-61017

Nα-Boc-D-tryptophan

Controlled Product

CAS: 5241-64-5

Applications Nα-Boc-D-tryptophan is an N-Boc-protected form of D-Tryptophan (T947205). D-Tryptophan is an unnatural isomer of L-Tryptophan (T947210) and is classified as an essential amino acid. D-Tryptophan has been synthesized as part of some potent Oxytocin (Acetate: O878500) antagonists that treat preterm labour.
References Chan, Y. & Huang, K.: Am. J. Physiol., 224, 140 (1973); Evans, B., et al.: Proc. Nat. Acad. Sci., 83, 4918 (1986); Romero, R., et al.: Am. J. Obstet. Gynecol., 182, 1173 (2000)

Formula: C₁₆H₂₀N₂O₄

Color and Shape: Neat

Molecular weight: 304.34

Ref: TR-B673350