42002-05-1

Basic information

• Product Name: BOC-HIS-NHNH2
• Synonyms: BOC-HISTIDINE-NHNH2;BOC-HIS-NHNH2;BOC-L-HISTIDINE HYDRAZIDE;N-ALPHA-BOC-L-HISTIDINE HYDRAZIDE;N-ALPHA-T-BUTOXYCARBONYL-L-HISTIDINE HYDRAZIDE;N-T-BOC-L-HISTIDINE HYDRAZIDE;Boc-His-NHNH;N-T-boc-L-histidine hydrazide*crystalline
• CAS NO: 42002-05-1
• Molecular Formula: C₁₁H₁₉N₅O₃
• Molecular Weight: 269.3
• EINECS: 255-619-0
• Product Categories: Amino Acids;A - H;Amino Acids;Modified Amino Acids
• Mol File: 42002-05-1.mol

Chemical Properties

• Boiling Point: 612.4°Cat760mmHg
• Flash Point: 324.2°C
• Appearance: /
• Density: 1.251g/cm³
• Vapor Pressure: 6.19E-15mmHg at 25°C
• Refractive Index: 1.55
• Storage Temp.: −20°C
• CAS DataBase Reference: BOC-HIS-NHNH2(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-HIS-NHNH2(42002-05-1)
• EPA Substance Registry System: BOC-HIS-NHNH2(42002-05-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 42002-05-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
BOC-HIS-NHNH2 is used as a building block for the synthesis of complex peptides, playing a crucial role in the development of new drugs and therapeutic agents.
Used in Biochemical Research:
BOC-HIS-NHNH2 serves as an essential component in the creation of intricate peptide structures, facilitating advanced biochemical studies and exploration of peptide functions.

InChI:InChI=1/C11H19N5O3/c1-11(2,3)19-10(18)15-8(9(17)16-12)4-7-5-13-6-14-7/h5-6,8H,4,12H2,1-3H3,(H,13,14)(H,15,18)(H,16,17)

Upstream product

• 2488-14-4 N-(tert-butoxycarbonyl)-L-histidine methyl ester 

Downstream Products

• 92411-01-3 Boc-His-Phe-OBzl 
• 133389-06-7 H-His-Phe-OBzl*2HCl 
• 128719-17-5 N-tert-butoxycarbonyl-L-histydyl-D-phenylalanyl-L-cysteinyl(Acm)-D-tryptophyl-L-leucine methyl ester 

Relevant articles and documents

4-Hydroxy-7-oxo-5-heptenoic acid lactone can induce mitochondrial dysfunction in retinal pigmented epithelial cells

Oxidation of docosahexaenoate (DHA)-containing phospholipids in the cell plasma membrane leads to release of the α,β-unsaturated aldehyde 4-hydroxy-7-oxo-5-heptenoic acid (HOHA) lactone which is capable of inducing retinal pigmented epithelial (RPE) cell dysfunction. Previously, HOHA lactone was shown to induce apoptosis and angiogenesis, and to activate the alternative complement pathway. RPE cells metabolize HOHA lactone through enzymatic conjugation with glutathione (GSH). Competing with this process is the adduction of HOHA lactone to protein lysyl residues generating 2-(ω-carboxyethyl)pyrrole (CEP) derivatives that have pathological relevance to age-related macular degeneration (AMD). We now find that HOHA lactone induces mitochondrial dysfunction. It decreases ATP levels, mitochondrial membrane potentials, enzymatic activities of mitochondrial complexes, depletes GSH and induces oxidative stress in RPE cells. The present study confirmed that pyridoxamine and other primary amines, which have been shown to scavenge γ-ketoaldehydes formed by carbohydrate or lipid peroxidation, are ineffective for scavenging the α,β-unsaturated aldehydes. Histidyl hydrazide (HH), that has both hydrazide and imidazole nucleophile functionalities, is an effective scavenger of HOHA lactone and it protects ARPE-19 cells against HOHA lactone-induced cytotoxicity. The HH α-amino group is not essential for this electrophile trapping activity. The Nα-acyl L-histidyl hydrazide derivatives with 2- to 7-carbon acyl groups with increasing lipophilicities are capable of maintaining the effectiveness of HH in protecting ARPE-19 cells against HOHA lactone toxicity, which potentially has therapeutic utility for treatment of age related eye diseases.

Amino Acid Functionalized Organotin Trichlorides and Their Tin Sulfide Clusters

We present a new synthesis of functionalized tin sulfide clusters via organotin trichlorides with boc-protected amino acids (RAAcSnCl3). In this work we used non-polar (alanine, valine, leucine, phenylalanine and methionine), polar/neutral (serine and tyrosine) and basic (histidine) amino acids. We obtained single crystals from a Boc-protected valine derivative of the originally used organotin trichloride R1SnCl3 [R1 = CMe2CH2C(O)Me] and determined its structure by means of X-ray diffraction. A subsequent reaction with sulfide sources led to a variety of respective cluster structures. By using either (Me3Si)2S or Na2S, the reaction product turns out to be the defect-heterocubane cluster [(RAAcSn)3S4Cl] or the “doppeldecker”-type cluster [(RAAcSn)4S6], respectively, according to 119Sn NMR spectroscopy.