Synthesis and Properties ofN,N′-Bis(5-Aminosalicyl)-L-Cystine as a Colon-Specific Deliverer of 5-Aminosalicylic Acid and Cystine

N,N′-Bis(5-aminosalicyl)-L-Cystine is a Potential Colon-specific 5-aminosalicylic Acid Prodrug with Dual Therapeutic Effects in Experimental Colitis

“…In a previous report, we designed and synthesized a colon specific 5‐aminosalicylic acid (5‐ASA) prodrug, cystine conjugated 5‐ASA and demonstrated that while stable in the contents of the upper intestine, the prodrug is rapidly deconjugated to 5‐ASA in the cecal contents, and, moreover, the systemic absorption of the prodrug was limited upon oral administration 18. Since 5‐ASA is absorbed systemically via a carrier‐mediated or/and paracellular transport in the upper intestine,22 the previous results suggest that cystine conjugation of 5‐ASA interfered with the transports of 5‐ASA, leading to delivering cystine‐conjugated 5‐ASA to the intestine.…”

“…All other chemicals were reagent‐grade, commercially available products. 5‐ N , N ′‐Bis(5‐aminosalicyl)‐ L ‐cystine was prepared in our laboratory 18. Male Sprague‐Dawley rats (240–260 g, 8 weeks old) were purchased from Daehan Biotec Co. Ltd. (Daegu, Korea) and housed in the animal care facility at Pusan National University, Busan, Korea.…”

Evaluation of aspirin metabolites as inhibitors of hypoxia-inducible factor hydroxylases

“…Figure S3. Percentage of remaining activity of tPHD2 when incubated with 1 mM of the arylglycinate derivatives using a screening technique based on 14 CO 2 released without pre-incubation (Method A, blue) and subjected to 1 h pre-incubation with tPHD2 (Method B, green).…”

Transport Characteristics of 5-Aminosalicylic Acid Derivatives Conjugated with Amino Acids <i>via</i> Human H⁺-Coupled Oligopeptide Transporter PEPT1

“…Amino acids are among the moieties that have been used to prepare 5-ASA prodrugs. Based on these functional groups, amino acids could attach to the 5-ASA via ester, 9) amide [10][11][12] or azo 13) bonds. In particular, amide bond conjugates of 5-ASA with amino acids are structurally similar to dipeptide.…”