85916-26-3 Usage
Description
(S)-1-BOC-3-((DIMETHYLAMINO)METHYL)PYRROLIDINE is a chiral synthetic compound characterized by its specific stereochemistry, with the (S)-configuration and a Boc-protecting group. It features a pyrrolidine ring, which is a common structural motif in various bioactive molecules, and a dimethylaminomethyl substituent that can potentially enhance its solubility and reactivity.
Uses
Used in Pharmaceutical Industry:
(S)-1-BOC-3-((DIMETHYLAMINO)METHYL)PYRROLIDINE is used as a building block or intermediate in the synthesis of pharmaceutical compounds for various therapeutic applications. Its unique structure and functional groups make it a versatile component in the development of new drugs, particularly those targeting specific biological receptors or enzymes.
Used in Chemical Research:
In the field of chemical research, (S)-1-BOC-3-((DIMETHYLAMINO)METHYL)PYRROLIDINE can be employed as a chiral auxiliary or ligand in asymmetric synthesis, enabling the preparation of enantiomerically pure compounds. Its presence can influence the stereochemical outcome of reactions, facilitating the production of desired enantiomers with high selectivity.
Used in Peptide Synthesis:
(S)-1-BOC-3-((DIMETHYLAMINO)METHYL)PYRROLIDINE can be utilized in the synthesis of peptide-based therapeutics, such as cell-penetrating peptides containing fluorescent D-amino acids. Its incorporation into peptide sequences can enhance their stability, solubility, and cellular uptake, making it a valuable component in the development of diagnostic and therapeutic agents.
Check Digit Verification of cas no
The CAS Registry Mumber 85916-26-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,5,9,1 and 6 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 85916-26:
(7*8)+(6*5)+(5*9)+(4*1)+(3*6)+(2*2)+(1*6)=163
163 % 10 = 3
So 85916-26-3 is a valid CAS Registry Number.
85916-26-3Relevant articles and documents
Cell-Penetrating Peptides Containing Fluorescent d-Cysteines
Navo, Claudio D.,Asín, Alicia,Gómez-Orte, Eva,Gutiérrez-Jiménez, Marta I.,Compa?ón, Ismael,Ezcurra, Bego?a,Avenoza, Alberto,Busto, Jesús H.,Corzana, Francisco,Zurbano, María M.,Jiménez-Osés, Gonzalo,Cabello, Juan,Peregrina, Jesús M.
, p. 7991 - 8000 (2018)
A series of fluorescent d-cysteines (Cys) has been synthesized and their optical properties were studied. The key synthetic step is the highly diastereoselective 1,4-conjugate addition of aryl thiols to a chiral bicyclic dehydroalanine recently developed by our group. This reaction is fast at room temperature and proceeds with total chemo- and stereoselectivity. The Michael adducts were easily transformed into the corresponding amino acids to study their optical properties and, in some selected cases, into the corresponding N-Fmoc-d-cysteine derivatives to be used in solid-phase peptide synthesis (SPPS). To further demonstrate the utility of these non-natural Cys-derived fluorescent amino acids, the coumaryl and dansyl derivatives were incorporated into cell-penetrating peptide sequences through standard SPPS and their optical properties were studied in different cell lines. The internalization of these fluorescent peptides was monitored by fluorescence microscopy.
