157355-81-2 Usage
Description
FMOC-D-THR-OH, also known as N-Fmoc-D-threonine, is an N-Fmoc-protected form of D-Threonine, an unnatural isomer of L-Threonine. It is a crucial compound in the field of pharmaceuticals and biochemistry due to its unique properties and potential applications.
Uses
Used in Pharmaceutical Industry:
FMOC-D-THR-OH is used as a synthetic intermediate for the production of chiral antibiotics. Its role in the synthesis process is vital, as it contributes to the development of new and effective antibiotics that can target specific pathogens.
Used in Microbiology Research:
FMOC-D-THR-OH is used as an inhibitor for the growth and cell wall synthesis of Mycobacterium smegmatis. This application is significant in the study of mycobacterial infections and the development of treatments for diseases caused by these bacteria.
Check Digit Verification of cas no
The CAS Registry Mumber 157355-81-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,7,3,5 and 5 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 157355-81:
(8*1)+(7*5)+(6*7)+(5*3)+(4*5)+(3*5)+(2*8)+(1*1)=152
152 % 10 = 2
So 157355-81-2 is a valid CAS Registry Number.
InChI:InChI=1/C19H19NO5/c1-11(21)17(18(22)23)20-19(24)25-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16-17,21H,10H2,1H3,(H,20,24)(H,22,23)/t11?,17-/m1/s1
157355-81-2Relevant articles and documents
Diastereoselective Synthesis of Methyl α-Kedarosaminide, a Carbohydrate Moiety of the Enediyne Antitumor Antibiotic Kedarcidin Chromophore
Vuljanic, Tatjana,Kihlberg, Jan,Somfai, Peter
, p. 6937 - 6940 (1994)
Methyl α-kedarosaminide (9), a carbohydrate moiety of the enediyne antitumor antibiotic kedarcidin chromophore, was synthesised from D-threonine.Stereoselective reduction of the allyl ketone 5 derived from D-threonine was a key step in the synthesis, which was achieved by using Me4NBH(OAc)3 for intramolecular hydride delivery.
Total Synthesis of Teixobactin
Giltrap, Andrew M.,Dowman, Luke J.,Nagalingam, Gayathri,Ochoa, Jessica L.,Linington, Roger G.,Britton, Warwick J.,Payne, Richard J.
supporting information, p. 2788 - 2791 (2016/06/15)
The first total synthesis of the cyclic depsipeptide natural product teixobactin is described. Synthesis was achieved by solid-phase peptide synthesis, incorporating the unusual l-allo-enduracididine as a suitably protected synthetic cassette and employing a key on-resin esterification and solution-phase macrolactamization. The synthetic natural product was shown to possess potent antibacterial activity against a range of Gram-positive pathogenic bacteria, including a virulent strain of Mycobacterium tuberculosis and methicillin-resistant Staphylococcus aureus (MRSA).