FMOC-HIS-OH Chemical Properties

Melting point:

171-174 °C(Solv: methanol (67-56-1); water (7732-18-5))

Boiling point:

706.7±60.0 °C(Predicted)

Density 

1.372±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

solubility 

DMSO (Slightly), DMF (Slightly, Sonicated), Methanol (Very Slightly, Heated)

form 

Solid

pka

3.26±0.10(Predicted)

color 

White

optical activity

Consistent with structure

InChI

InChI=1S/C21H19N3O4/c25-20(26)19(9-13-10-22-12-23-13)24-21(27)28-11-18-16-7-3-1-5-14(16)15-6-2-4-8-17(15)18/h1-8,10,12,18-19H,9,11H2,(H,22,23)(H,24,27)(H,25,26)/t19-/m0/s1

InChIKey

SIRPVCUJLVXZPW-IBGZPJMESA-N

SMILES

C(O)(=O)[C@H](CC1N=CNC=1)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O

Safety Information

HS Code 

29332900

FMOC-HIS-OH Usage And Synthesis

Description

Nα-Fmoc-L-histidine (FMOC-HIS-OH) holds great significance as a synthetic amino acid extensively employed in peptide synthesis. Its versatility makes it a highly sought-after reagent, widely used in various synthetic processes to create peptides, proteins, and even small molecules. Moreover, it catalyzes peptide and protein synthesis, further enhancing its utility. It is pivotal in unravelling biological processes such as enzymatic catalysis, protein structure, and drug design. Notably, this remarkable amino acid aids in understanding cell signalling pathways, which bear paramount importance in comprehending the mechanisms underlying diseases. The mechanism of action for Nα-Fmoc-L-histidine revolves around its ability to form essential peptide bonds. These bonds arise through a reaction with specific reagents, like DCC, leading to the creation of peptides. Subsequently, deprotection of the peptide bond occurs with the addition of a base, such as sodium hydroxide, followed by an acid, like trifluoroacetic acid.

Uses

Nα-Fmoc-L-histidine is an N-Fmoc-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.

FMOC-HIS-OH(116611-64-4)Related Product Information

• L-Lysine, N6-[[[(2,3-dihydro-2,2,4,6,7-pentamethyl-5-benzofuranyl)sulfonyl]amino]iminomethyl]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-
• FMOC-ARG(Z)2-OH
• FMOC-HIS(TOS)-OH
• N,N'-Bis(9-fluorenylmethyloxycarbonyl)-L-histidine
• N-Fmoc-N'-Trityl-L-histidine pentafluorophenyl ester
• FMOC-HIS(BOC)-OH
• FMOC-HIS-OH
• N-FMOC-3-(triphenylmethyl)-L-histidine
• Fmoc-His(Trt)-OH
• FMOC-HIS(3-BOM)-OH
• FMOC-THR-OH H2O,FMOC-THR-OH MONOHYDRATE,FMOC-THR-OH
• FMOC-D-HIS-OH
• FMOC-NLE-OH
• FMOC-PRA-OH
• 1-BOC-4-FMOC-PIP-OH
• FMOC-PIP-OH
• FMOC-TPI-OH
• FMOC-THI-OH