Hydrogen Bromide → L-Lysine

HRID 328193

반응식

HRID 328193 반응식
[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:9])[NH2:8].[NH2:13][C@H:14]([C:19]([OH:21])=[O:20])[CH2:15][CH2:16][CH2:17]N.Br>C(O)(C(F)(F)F)=O>[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[C@@H:3]([CH3:4])[OH:20].[NH2:13][C@H:14]([C:19]([OH:21])=[O:20])[CH2:15][CH2:16][CH2:17][CH2:2][NH2:1].[NH2:1][C@H:2]([C:10]([OH:12])=[O:11])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:8])[NH2:9]

참가 물질

7

반응물 3

HCID 260Hydrogen BromideHCID 6262L-(-)-OrnithineHCID 178418600HCID 178418600, 화합물2회

생성물 3

HCID 5962L-LysineHCID 6288L-ThreonineHCID 178418600HCID 178418600, 화합물

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

30 mg. of the tetrapeptide resin are hydrolyzed with 6 N hydrochloric acid in dioxane for 18 hours and the product assayed on the amino acid analyzer. It yields a ratio of Thr 1, Lys 1, Pro 1, Arg 1. The value for Arg is the sum of Arg, Orn and nitro Arg. The tetrapeptide is cleaved off the resin with hydrogen bromide in TFA at room temperature for 1- 1/2 hours. It is then dried in vacuo, washed twice with water and lyophilized. Its weight of 176 mg. represents a 78% yield based on Lys. It is then taken up in 10 ml. of methanol containing 10% acetic acid. This is then exposed to catalytic hydrogenation with twice its weight 350 mg. of palladium on barium sulfate in a hydrogen atmosphere at 60 pounds per square inch pressure with continuous shaking for 24 hours at which time no nitro Arg is detected at 271 mμ, the peak of absorption. An aliquot is again hydrolyzed with 6 N HC1 in water and assayed. This yields a comparable figure for Thr, Lys, Pro, and Arg.

후처리

  1. customat room temperature
  2. customfor 1- 1/2 hours
  3. customIt is then dried in vacuo
  4. washwashed twice with water
  5. customthe peak of absorption

출처 및 근거

ORD 기록
ord-f804dd27906d42eeb423a044dbb2edbc
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04016259

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