CAS 17791-52-5

(tert-Butoxycarbonyl)-L-histidine

Description:

(t-Butoxycarbonyl)-L-histidine, commonly referred to as Boc-L-histidine, is a derivative of the amino acid histidine, characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group. This compound is typically used in peptide synthesis as a protective group for the amino group of histidine, which helps to prevent unwanted reactions during the synthesis process. The Boc group is stable under basic conditions and can be easily removed under acidic conditions, making it a valuable tool in organic synthesis. The structure of Boc-L-histidine includes a side chain imidazole ring, which is essential for the biological activity of histidine, particularly in enzyme catalysis and metal ion coordination. The compound is generally white to off-white in appearance and is soluble in organic solvents such as dichloromethane and dimethyl sulfoxide, but less soluble in water. Its molecular formula reflects the presence of carbon, hydrogen, nitrogen, and oxygen, and it is often utilized in the synthesis of various peptides and pharmaceuticals due to its ability to facilitate the formation of peptide bonds while maintaining the integrity of the histidine residue.

Formula: C₁₁H₁₇N₃O₄

InChI: InChI=1S/C11H17N3O4/c1-11(2,3)18-10(17)14-8(9(15)16)4-7-5-12-6-13-7/h5-6,8H,4H2,1-3H3,(H,12,13)(H,14,17)(H,15,16)/t8-/m0/s1

InChI key: InChIKey=AYMLQYFMYHISQO-QMMMGPOBSA-N

SMILES: [C@@H](CC1=CN=CN1)(NC(OC(C)(C)C)=O)C(O)=O

Synonyms:

• (+)-N^α-(tert-Butoxycarbonyl)-<span class="text-smallcaps">L</span>-histidine
• (2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-imidazol-5-yl)propanoate
• (2S)-2-[[(tert-Butoxy)carbonyl]amino]-3-(1H-imidazol-4-yl)propanoic acid
• (2S)-3-(1H-Imidazol-3-ium-5-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• (tert-Butoxycarbonyl)-<span class="text-smallcaps">L</span>-histidine
• (tert-Butoxycarbonyl)histidine
• <span class="text-smallcaps">L</span>-Histidine, N-[(1,1-dimethylethoxy)carbonyl]-
• Boc-His-OH
• Histidine, N-carboxy-, N-tert-butyl ester
• Histidine, N-carboxy-, N-tert-butyl ester, <span class="text-smallcaps">L</span>-
• N(alpha)-boc-l-histidine
• N-(tert-butoxycarbonyl)-L-histidine
• N-(tert-butoxycarbonyl)histidine
• N-Boc-L-Histidine
• N-[(1,1-Dimethylethoxy)carbonyl]-<span class="text-smallcaps">L</span>-histidine
• N-tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-histidine
• N-tert-Butyloxycarbonyl-<span class="text-smallcaps">L</span>-histidine
• N-α-Boc-L-histidine
• N^α-(tert-Butyloxycarbonyl)-<span class="text-smallcaps">L</span>-histidine
• NSC 334942
• tert-Butyloxycarbonyl-<span class="text-smallcaps">L</span>-histidine
• Histidine, N-carboxy-, N-tert-butyl ester, L-
• tert-Butyloxycarbonyl-L-histidine
• N-[(1,1-Dimethylethoxy)carbonyl]-L-histidine

Nα-(tert-Butoxycarbonyl)-L-histidine

CAS: 17791-52-5

Formula: C₁₁H₁₇N₃O₄

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 255.27

Ref: 3B-B1634

Boc-His-OH

CAS: 17791-52-5

M03292 - Boc-His-OH

Formula: C₁₁H₁₇N₃O₄

Purity: 98%

Color and Shape: Solid, Chunks or Crystalline Powder

Molecular weight: 255.274

Ref: 10-M03292

Boc-His-OH

CAS: 17791-52-5

Bachem ID: 4000667.

Formula: C₁₁H₁₇N₃O₄

Purity: > 99%

Color and Shape: White

Molecular weight: 255.27

Ref: 01-4000667

L-​Histidine, N-​[(1,​1-​dimethylethoxy)​carbonyl]​-

CAS: 17791-52-5

Formula: C₁₁H₁₇N₃O₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 255.2704

Ref: IN-DA0025LI

Boc-His-OH

CAS: 17791-52-5

Formula: C₁₁H₁₇N₃O₄

Molecular weight: 255.27

Ref: 7W-GM6740

Boc-His-OH

CAS: 17791-52-5

Boc-His-OH

Formula: C₁₁H₁₇N₃O₄

Purity: 99%

Color and Shape: off-white solid

Molecular weight: 255.27g/mol

Ref: 54-OR36354

Boc-His-OH

CAS: 17791-52-5

Boc-His-OH is a protected amino acid derivative.N-Boc-L-Histidine is used as an intermediate in peptide synthesis with good chemical stability and solubility.

Formula: C₁₁H₁₇N₃O₄

Purity: 99.93%

Color and Shape: Solid

Molecular weight: 255.27

Ref: TM-T67520

Na-Boc-L-histidine

Controlled Product

CAS: 17791-52-5

Applications Nα-Boc-L-histidine is an N-Boc-protected form of L-Histidine (H456010). L-Histidine is an essential amino acid that plays an important role in mitochondrial glutamine transport and has potential of abolishing oxidative stress caused by brain edema.L-Histidine promotes zinc uptake in human erythrocyes and also has potential as an antioxidant therapy for acute mammary inflammation in cattle.
References Chaiyotwittayakun, A., et al.: J. Dairy Sci., 85, 60 (2002); Horn, N., et al.: J. Phys., 489, 73 (1995); Rama Rao, K., et al.: Am. J. Path., 176, 1400 (2010);

Formula: C₁₁H₁₇N₃O₄

Color and Shape: Neat

Molecular weight: 255.27

Ref: TR-B656225

Boc-L-Histidine

CAS: 17791-52-5

Boc-L-histidine is a histidine derivative with a boronic acid group that can be used to synthesize imines. It is an organic solvent and can be used in magnetic resonance spectroscopy. Boc-L-histidine has been shown to inhibit the tyrosine activity of tyrosinase, which is involved in melanin synthesis. This compound also inhibits cancer cells by inhibiting the cellular process of protein synthesis and, as such, may be useful for the treatment of cancers.

Formula: C₁₁H₁₇N₃O₄

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 255.27 g/mol

Ref: 3D-FB36891

BOC-L-Histidine extrapure, 98.5%

CAS: 17791-52-5

Formula: C₁₁H₁₇N₃O₄

Purity: min. 98.5%

Color and Shape: White, Crystalline powder

Molecular weight: 255.27

Ref: SR-10733