CAS 2018-66-8

Benzyloxycarbonyl-L-leucine

Description:

Benzyloxycarbonyl-L-leucine, commonly referred to as Z-Leu, is a derivative of the amino acid leucine, characterized by the presence of a benzyloxycarbonyl (Z) protecting group. This compound is typically utilized in peptide synthesis as a protecting group for the amino group of leucine, facilitating the formation of peptide bonds without interference from the amino group. Z-Leu is a white to off-white crystalline solid, and it is soluble in organic solvents such as methanol and dimethyl sulfoxide, but has limited solubility in water. The presence of the benzyloxycarbonyl group enhances the stability of the amino acid during chemical reactions, making it a valuable intermediate in the synthesis of more complex peptides and proteins. Additionally, Z-Leu can be deprotected under specific conditions, allowing for the regeneration of the free amino group for further reactions. Its CAS number, 2018-66-8, is used for identification in chemical databases and regulatory contexts. Overall, Benzyloxycarbonyl-L-leucine plays a significant role in organic chemistry and biochemistry, particularly in the field of peptide synthesis.

Formula: C₁₄H₁₉NO₄

InChI: InChI=1S/C14H19NO4/c1-10(2)8-12(13(16)17)15-14(18)19-9-11-6-4-3-5-7-11/h3-7,10,12H,8-9H2,1-2H3,(H,15,18)(H,16,17)/t12-/m0/s1

InChI key: InChIKey=USPFMEKVPDBMCG-LBPRGKRZSA-N

SMILES: C(OC(N[C@@H](CC(C)C)C(O)=O)=O)C1=CC=CC=C1

Synonyms:

• (2S)-2-[[(Benzyloxy)carbonyl]amino]-4-methylpentanoic acid
• (2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoate
• (2S)-4-Methyl-2-(phenylmethoxycarbonylamino)pentanoic acid
• (Benzyloxycarbonyl)leucine
• (Carbobenzoxy)leucine
• (Carbobenzyloxy)-<span class="text-smallcaps">L</span>-leucine
• <span class="text-smallcaps">L</span>-(Carbobenzyloxy)leucine
• <span class="text-smallcaps">L</span>-Leucine, N-[(phenylmethoxy)carbonyl]-
• <span class="text-smallcaps">L</span>-N-(Benzyloxycarbonyl)leucine
• Benzyloxycarbonyl-<span class="text-smallcaps">L</span>-leucine
• CBZ-<span class="text-smallcaps">L</span>-leucine
• Carbobenzoxy-<span class="text-smallcaps">L</span>-leucine
• Cbz-L-leucine
• Leucine, N-carboxy-, N-benzyl ester
• Leucine, N-carboxy-, N-benzyl ester, <span class="text-smallcaps">L</span>-
• N-(Benzyloxycarbonyl)-<span class="text-smallcaps">L</span>-leucine
• N-(Benzyloxycarbonyl)leucine
• N-(Carbobenzoxy)leucine
• N-Carbobenzoxy-<span class="text-smallcaps">L</span>-leucine
• N-Carbobenzyloxy-<span class="text-smallcaps">L</span>-leucine
• N-Carboxy-<span class="text-smallcaps">L</span>-leucine N-benzyl ester
• N-[(Phenylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-leucine
• N-[(benzyloxy)carbonyl]-D-leucine
• N-[(benzyloxy)carbonyl]-L-leucine
• N-[(benzyloxy)carbonyl]leucine
• N-cbz-l-leucine
• NSC 60039
• Nα-Benzyloxycarbonyl-L-leucine
• Z-Leu-OH
• z-Leu
• L-Leucine, N-[(phenylmethoxy)carbonyl]-
• Leucine, N-carboxy-, N-benzyl ester, L-
• N-[(Phenylmethoxy)carbonyl]-L-leucine

N-Benzyloxycarbonyl-L-leucine

CAS: 2018-66-8

Formula: C₁₄H₁₉NO₄

Purity: >96.0%(T)

Color and Shape: Colorless to Light yellow clear liquid

Molecular weight: 265.31

Ref: 3B-C0739

Z-Leu-OH (oil)

CAS: 2018-66-8

Bachem ID: 4000522.

Formula: C₁₄H₁₉NO₄

Purity: > 98%

Color and Shape: White Oily

Molecular weight: 265.31

Ref: 01-4000522

N-Carbobenzyloxy-L-leucine

CAS: 2018-66-8

Formula: C₁₄H₁₉NO₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 265.3050

Ref: IN-DA0035DD

N-Cbz-L-Leucine

CAS: 2018-66-8

N-Cbz-L-Leucine

Purity: ≥98%

Molecular weight: 265.3g/mol

Ref: 54-BUP19528

N-Cbz-L-Leucine

CAS: 2018-66-8

N-Cbz-L-Leucine

Purity: 98%

Molecular weight: 265.3g/mol

Ref: 54-OR1029931

Z-Leu-OH

CAS: 2018-66-8

Formula: C₁₄H₁₉NO₄

Purity: ≥ 96.0%

Color and Shape: Light yellow liquid

Molecular weight: 265.30

Ref: 7W-GM9292

N-Cbz-L-Leucine

CAS: 2018-66-8

N-Cbz-L-Leucine (N-[(Phenylmethoxy)carbonyl]-L-leucine) is a leucine derivative, a commonly used amino acid protecting group.

Formula: C₁₄H₁₉NO₄

Purity: 99.59%

Color and Shape: Solid

Molecular weight: 265.3

Ref: TM-T64400

N-Benzyloxycarbonyl-L-leucine

CAS: 2018-66-8

N-Benzyloxycarbonyl-L-leucine is a peptidomimetic that has been shown to be effective against P. aeruginosa. The peptidyl amino group has a nucleophilic character, which allows it to react with the carboxyl group of L-lysine and form an amide bond. N-Benzyloxycarbonyl-L-leucine was found to be effective at low doses in inhibiting the growth of P. aeruginosa, and may also have therapeutic potential for treating lymphocytic leukemia. This compound is racemized into its two stereoisomers, D-N-benzyloxycarbonyl-L-leucine and L-N-benzyloxycarbonyl-L-leucine, which have different effects on cell membranes.

Formula: C₁₄H₁₉NO₄

Purity: Min. 98 Area-%

Color and Shape: Clear Liquid

Molecular weight: 265.31 g/mol

Ref: 3D-FB36690

Z-L-Leucine extrapure, 98%

CAS: 2018-66-8

Formula: C₁₄H₁₉NO₄

Purity: min. 98%

Color and Shape: Clear, Colourless to pale yellow, Viscous liquid

Molecular weight: 265.30

Ref: SR-85612

Cbz-Leucine

CAS: 2018-66-8

Formula: C₁₄H₁₉NO₄

Purity: 95%

Color and Shape: Liquid

Molecular weight: 265.309

Ref: 10-F032700

N-Cbz-L-leucine

Controlled Product

CAS: 2018-66-8

Applications N-Cbz-L-Leucine is an N-Cbz-protected form of L-Leucine (L330110). L-Leucine is an essential amino acid that induces a sharp decrease in blood glucose levels in individuals with idiopathic familial hypoglycemia, but has no known effects on normal, healthy individuals. L-Leucine also acts as an Isoleucine (I820210) antagonist in the rat, causing delays in growth, and is a potential tumour promoter of bladder cancer.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Fajans, S., et al.: J. Clin. Inv., 42, 216 (1963); Harper, A., et al.: Arch. Biochem. Biophys., 57, 1 (1955); Nishio, Y., et al.: Science, 231, 843 (1986)

Formula: C₁₄H₁₉NO₄

Color and Shape: Neat

Molecular weight: 265.30

Ref: TR-C227760