CAS 1164-16-5

Carbobenzoxy-L-tyrosine

Description:

Carbobenzoxy-L-tyrosine, also known as Z-Tyr-OH, is a derivative of the amino acid tyrosine, where the amino group is protected by a carbobenzoxy (Z) group. This compound is characterized by its white to off-white crystalline appearance and is soluble in organic solvents such as methanol and dimethyl sulfoxide, but has limited solubility in water. It is commonly used in peptide synthesis as a protecting group for the amino functionality of tyrosine, allowing for selective reactions without interference from the amino group. The Z group can be removed under specific conditions, facilitating the subsequent formation of peptides. Carbobenzoxy-L-tyrosine is also utilized in various biochemical applications, including studies of enzyme activity and protein interactions. Its stability and reactivity make it a valuable intermediate in organic synthesis and pharmaceutical development. As with many chemical substances, proper handling and safety precautions should be observed due to potential hazards associated with its use.

Formula: C₁₇H₁₇NO₅

InChI: InChI=1S/C17H17NO5/c19-14-8-6-12(7-9-14)10-15(16(20)21)18-17(22)23-11-13-4-2-1-3-5-13/h1-9,15,19H,10-11H2,(H,18,22)(H,20,21)/t15-/m0/s1

InChI key: InChIKey=MCRMUCXATQAAMN-HNNXBMFYSA-N

SMILES: C([C@H](NC(OCC1=CC=CC=C1)=O)C(O)=O)C2=CC=C(O)C=C2

Synonyms:

• (2S)-2-(Benzyloxycarbonylamino)-3-(4-hydroxyphenyl)propanoic acid
• (2S)-2-[[(Benzyloxy)carbonyl]amino]-3-(4-hydroxyphenyl)propanoic acid
• (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoate
• (2S)-3-(4-Hydroxyphenyl)-2-(phenylmethoxycarbonylamino)propanoic acid
• (Benzyloxycarbonyl)tyrosine
• 2-{[(Benzyloxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoic acid
• <span class="text-smallcaps">L</span>-(Carbobenzyloxy)tyrosine
• <span class="text-smallcaps">L</span>-Tyrosine, N-[(phenylmethoxy)carbonyl]-
• Benzyloxycarbonyl-<span class="text-smallcaps">L</span>-tyrosine
• BenzyloxycarbonylLtyrosine
• CBZ-L-Tyrosine-OH
• Carbobenzoxy-<span class="text-smallcaps">L</span>-tyrosine
• Carbobenzoxytyrosine
• Cbz-L-tyrosine
• N-(Benzyloxycarbonyl)-<span class="text-smallcaps">L</span>-tyrosine
• N-(Benzyloxycarbonyl)tyrosine
• N-Benzyloxycarbonyl-L-tyrosine~Z-Tyr-OH
• N-CBZ-<span class="text-smallcaps">L</span>-tyrosine
• N-CBZ-L-Tyrosine N-Carbobenzyloxy-L-tyrosine
• N-Carbobenzoxy-<span class="text-smallcaps">L</span>-tyrosine
• N-Carbobenzoxytyrosine
• N-Carbobenzyloxy-<span class="text-smallcaps">L</span>-tyrosine
• N-Carbobenzyloxy-L-tyrosine dihydrate
• N-Cbz-L-tyrosine
• N-[(Phenylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-tyrosine
• N-[(benzyloxy)carbonyl]tyrosine
• N-cbz-L-tyrosine crystalline
• NSC 88488
• Na-Benzyloxycarbonyl-L-tyrosine
• Tyrosine, N-carboxy-, N-benzyl ester
• Tyrosine, N-carboxy-, N-benzyl ester, <span class="text-smallcaps">L</span>-
• Z-L-Tyr
• Z-L-tyrosine dihydrate
• Z-L-tyrosine hydrate
• Z-Tyr-OH hydrate
• Z-Tyr-Oh
• Tyrosine, N-carboxy-, N-benzyl ester, L-
• L-Tyrosine, N-[(phenylmethoxy)carbonyl]-
• N-[(Phenylmethoxy)carbonyl]-L-tyrosine

N-Benzyloxycarbonyl-L-tyrosine, 99%, may contain up to ca 10% water

CAS: 1164-16-5

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: C₁₇H₁₇NO₅

Purity: 99%

Color and Shape: White to pale cream, Powder

Molecular weight: 315.33

Ref: 02-A10966

Z-Tyr-OH

CAS: 1164-16-5

Bachem ID: 4001149.

Formula: C₁₇H₁₇NO₅

Purity: 99.68%

Color and Shape: Whitish

Molecular weight: 315.33

Ref: 01-4001149

L-Tyrosine, N-[(phenylmethoxy)carbonyl]-

CAS: 1164-16-5

Formula: C₁₇H₁₇NO₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 315.3206

Ref: IN-DA000CER

Z-Tyr-OH

CAS: 1164-16-5

Formula: C₁₇H₁₇NO₅

Molecular weight: 315.33

Ref: 7W-GM1261

L-Tyrosine, N-CBZ protected

CAS: 1164-16-5

L-Tyrosine, N-CBZ protected

Purity: 98%

Molecular weight: 315.32g/mol

Ref: 54-OR0222

N-Benzyloxycarbonyl-L-tyrosine

CAS: 1164-16-5

Formula: C₁₇H₁₇NO₅

Purity: >98.0%(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 315.33

Ref: 3B-C1729

z-tyr-oh

CAS: 1164-16-5

Formula: C₁₇H₁₇NO₅

Purity: 98%

Color and Shape: Beige powder

Molecular weight: 315.325

Ref: 10-F045507

N-Cbz-L-tyrosine

CAS: 1164-16-5

N-Cbz-L-tyrosine is a covalently modified amino acid that has been shown to be an effective protease inhibitor. The compound binds to the active site of enzymes, blocking their ability to hydrolyze proteins. In addition, N-Cbz-L-tyrosine has been shown to inhibit aminopeptidases and carboxypeptidases with IC50 values of 0.5 mM and 1 mM, respectively. This protein stabilizer has been shown to have a solubility data of 0.4 g/100 mL in water and 0.3 g/100 mL in methanol. It also has a molecular weight of 184.2 g/mol and a pH optimum of 7.0 (±0.2).

Formula: C₁₇H₁₇NO₅

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 315.32 g/mol

Ref: 3D-FC29911

Z-L-Tyrosine extrapure, 99%

CAS: 1164-16-5

Formula: C₁₇H₁₇NO₅

Purity: min. 99%

Color and Shape: White To Off white, Crystalline powder

Molecular weight: 315.3

Ref: SR-31078

N-Cbz-L-tyrosine

Controlled Product

CAS: 1164-16-5

Applications N-Cbz-L-tyrosine is an N-Cbz-protected form of L-Tyrosine (T899975). L-Tyrosine is an essential amino acid that exhibits in vitro antioxidant and antiradical activities. L-Tyrosine is used as a precursor to synthesize catecholamines (e.g. Norepinephrine HCl [N674500]) in human keratinocytes, and also for the synthesis of proteins and thyroid hormones.
References Gülçin, ?.: Amino Acids, 32, 431 (2007); Langen, K., et al.: Nuc. Med. Biol., 29, 625 (2002); Schallreuter, K., et al.: J. Invest. Derm., 104, 953 (1995); Zhang, W., et al.: Neuropharmacology, 47, 438 (2004)

Formula: C₁₇H₁₇NO₅

Color and Shape: Neat

Molecular weight: 315.32

Ref: TR-C227855