39608-31-6

Basic information

• Product Name: Z-SAR-OH
• Synonyms: Cbz-sarcosine;NALPHA-Benzyloxycarbonyl-L-sarcosine;N-alpha-Benzyloxycarbonyl-sarcosine, N-alpha-Benzyloxycarbonyl-N-alpha-Methyl-glycine;N-Carbobenzyloxy-sarcosine;N-Cbz-sarcosine;N-Methyl-N-(benzyloxycarbonyl)glycine;N-Methyl-N-[(phenylmethoxy)carbonyl]glycine;2-[benzyloxycarbonyl(methyl)amino]acetic acid
• CAS NO: 39608-31-6
• Molecular Formula: C₁₁H₁₃NO₄
• Molecular Weight: 223.23
• EINECS: 1533716-785-6
• Product Categories: Sarcosine [Sar]
• Mol File: 39608-31-6.mol
• Article Data: 23

Chemical Properties

• Melting Point: 58-59℃
• Boiling Point: 385.6 °C at 760 mmHg
• Flash Point: 187 °C
• Appearance: /
• Density: 1.26
• Vapor Pressure: 1.23E-06mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: Store at RT.
• Solubility: soluble in Methanol
• PKA: 4.01±0.10(Predicted)
• CAS DataBase Reference: Z-SAR-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-SAR-OH(39608-31-6)
• EPA Substance Registry System: Z-SAR-OH(39608-31-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-51
• TSCA: Yes
• Hazardous Substances Data: 39608-31-6(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C11H13NO4/c1-12(7-10(13)14)11(15)16-8-9-5-3-2-4-6-9/h2-6H,7-8H2,1H3,(H,13,14)

Upstream product

• 107-97-1 sarcosine 
• 1885-14-9 phenyl chloroformate 
• 501-53-1 benzyl chloroformate 
• 13734-36-6 N-(tert-butoxycarbonyl)sarcosine 
• 13139-17-8 N-(Benzyloxycarbonyloxy)succinimide 
• 1306592-90-4 ethyl 2-(((benzyloxy)carbonyl)(methyl)amino)acetate 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 55740-06-2 phenylmethyl 5-oxo-1,3-oxazolidine-3-carboxylate 

Downstream Products

• 100391-80-8 Cbz-Sar-OMe 
• 5840-76-6 sarcosine-N-carboxyanhydride 
• 4801-77-8 N-benzyloxycarbonyl-N-methyl-glycine benzylamide 
• 911671-16-4 N-(N-benzyloxycarbonyl-N-methyl-glycyl)-L-tyrosine ethyl ester 
• 101738-35-6 [(N-benzyloxycarbonyl-N-methyl-glycyl)-amino]-malonic acid diethyl ester 
• 100796-14-3 N-benzyloxycarbonyl-N-methyl-glycine cyanomethyl ester 
• 55120-15-5 N-benzyloxycarbonyl-N-methyl-glycine thiazol-2-ylamide 
• 30450-81-8 O-(N-Carbobenzyloxysarcosyl)glykolsaeure-benzylester 
• 5616-88-6 benzyloxycarbonylsarcosyl-N-methylvaline t-butyl ester 
• 66378-15-2 Z-Sar-DL-Ala 
• 66378-14-1 Z-Sar-DL-Ala-OMe 
• 92432-44-5 Z-Sar-HN-NH-CH(CH₃)2 
• 26390-87-4 4-(Benzyloxycarbonyl-methyl-amino)-2-carbamoyl-3-oxo-butyric acid ethyl ester 
• 53733-96-3 N-(benzyloxycarbonyl)sarcosine N-hydroxysuccinimide ester 

Relevant articles and documents

Trimethyl-substituted carbamate as a versatile self-immolative linker for fluorescence detection of enzyme reactions

Self-immolative linker is a useful building block of molecular probes, with broad applications in the fields of enzyme activity analysis, stimuli-responsive material science, and drug delivery. This manuscript presents N-methyl dimethyl methyl (i.e., trimethyl) carbamate as a new class of self-immolative linker for the fluorescence detection of enzyme reactions. The trimethyl carbamate was shown to spontaneously undergo intramolecular cyclization upon formation of a carboxylate group, to liberate a fluorophore with the second time rapid reaction kinetics. Interestingly, the auto-cleavage reaction of trimethyl carbamate was also induced by the formation of hydroxyl and amino groups. Fluorescent probes with a trimethyl carbamate could be applicable for fluorescence monitoring of the enzyme reactions catalyzed by esterase, ketoreductase, and aminotransferase, and for fluorescence imaging of intracellular esterase activity in living cells, hence demonstrating the utility of this new class of self-immolative linker.

Toward the selective delivery of chemotherapeutics into tumor cells by targeting peptide transporters: Tailored gold-based anticancer peptidomimetics

Complexes [AuIIIX2(dtc-Sar-AA-O(t-Bu))] (AA = Gly, X = Br (1)/Cl (2); AA = Aib, X = Br (3)/Cl (4); AA = l-Phe, X = Br (5)/Cl (6)) were designed on purpose in order to obtain gold(III)-based anticancer peptidomimetics that might specifically target two peptide transporters (namely, PEPT1 and PEPT2) upregulated in several tumor cells. All the compounds were characterized by means of FT-IR and mono- and multidimensional NMR spectroscopy, and the crystal structure of [AuIIIBr2(dtc-Sar-Aib-O(t- Bu))] (3) was solved and refined. According to in vitro cytotoxicity studies, the Aib-containing complexes 3 and 4 turned out to be the most effective toward all the human tumor cell lines evaluated (PC3, DU145, 2008, C13, and L540), reporting IC50 values much lower than that of cisplatin. Remarkably, they showed no cross-resistance with cisplatin itself and were proved to inhibit tumor cell proliferation by inducing either apoptosis or late apoptosis/necrosis depending on the cell lines. Biological results are here reported and discussed in terms of the structure-activity relationship.

CYCLOHEXYL-AZETIDINYL ANTAGONISTS OF CCR2

The present invention comprises compounds of Formula (I). Wherein: R1, R2, R4, J, Q, and A are as defined in the specification. The invention also comprises a method of preventing, treating or ameliorating a syndrome, disorder or disease, wherein said syndrome, disorder or disease is type II diabetes, obesity and asthma. The invention also comprises a method of inhibiting CCR2 activity in a mammal by administration of a therapeutically effective amount of at least one compound of Formula (I).