CAS 50654-94-9

N(^a)-Boc-D-histidine

Description:

N(^a)-Boc-D-histidine, with the CAS number 50654-94-9, is a derivative of the amino acid histidine, characterized by the presence of a tert-butyloxycarbonyl (Boc) protecting group at the nitrogen atom of the imidazole side chain. This modification enhances the stability and solubility of the compound, making it useful in peptide synthesis and other biochemical applications. The "D" designation indicates that this particular form is the D-enantiomer of histidine, which is less common than the L-form typically found in proteins. N(^a)-Boc-D-histidine is typically a white to off-white solid and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and methanol, but less soluble in water. Its protective Boc group can be removed under acidic conditions, allowing for further functionalization or incorporation into peptides. This compound is valuable in research and pharmaceutical development, particularly in the synthesis of peptides and other bioactive molecules.

Formula: C₁₁H₁₆N₃O₄

InChI: InChI=1/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)/p-1/t8-/m1/s1

SMILES: CC(C)(C)OC(=N[C@H](Cc1cnc[nH]1)C(=O)[O-])O

Synonyms:

• N-(tert-butoxycarbonyl)-D-histidine
• (2R)-2-[(tert-butoxycarbonyl)amino]-3-(1H-imidazol-5-yl)propanoate
• Boc-D-histidine
• Boc-D-His-Oh

N(α)-Boc-D-histidine, 98+%

CAS: 50654-94-9

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: C₁₁H₁₆N₃O₄

Purity: 98+%

Color and Shape: White to cream, Crystals or powder or crystalline powder

Molecular weight: 254.27

Ref: 02-L08810

2-[(tert-Butoxycarbonyl)amino]-3-(1h-imidazol-4-yl)propanoic acid

CAS: 50654-94-9

Formula: C₁₁H₁₇N₃O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 255.2704

Ref: IN-DA0034JR

Boc-D-His-OH

CAS: 50654-94-9

Formula: C₁₁H₁₇N₃O₄

Molecular weight: 255.27

Ref: 7W-GM0339

Boc-D-His

CAS: 50654-94-9

Boc-D-His

Purity: 97%

Molecular weight: 255.28g/mol

Ref: 54-OR1012494

(tert-Butoxycarbonyl)-D-histidine

CAS: 50654-94-9

Formula: C₁₁H₁₇N₃O₄

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 255.27

Ref: 3B-B6057

Boc-D-His-OH

CAS: 50654-94-9

Formula: C₁₁H₁₇N₃O₄

Purity: 95.0%

Color and Shape: Solid

Molecular weight: 255.274

Ref: 10-F222191

NAlpha-Boc-D-histidine

Controlled Product

CAS: 50654-94-9

Applications Nα-Boc-D-histidine is an N-Boc-protected form of D-Histidine (H456015). D-Histidine is the unnatural, biologically inactive isomer of L-Histidine (H456010). D-histidine is known to inhibit cell division, and is also used by certain types of bacteria (such as Escherichia coli) as a source of L-Histidine.
References Aiken, S., et al.: J. Phys., 445, 69 (1992); Caldara, M., et al.: J. Mol. Bio., 373, 251 (2007); Grula, E. & Grula, M.: Biochim. Biophys. Acta, 74, 776 (1963)

Formula: C₁₁H₁₇N₃O₄

Color and Shape: Neat

Molecular weight: 255.27

Ref: TR-B656220