Modified amino acids

• US 10,112,900 B2
• Filed: 05/19/2017
• Issued: 10/30/2018
• Est. Priority Date: 08/31/2012
• Status: Active Grant

• Current Assignee: Sutro Biopharma, Inc.
• Original Assignee: Sutro Biopharma, Inc.
• Inventors: Stafford, Ryan, Thanos, Christopher D., Yang, Wenjin
• Primary Examiner(s): Davis, Zinna Northington
• Application Number:
  US15/600,632
• Publication Number:
  US 20170260137A1
• Time in Patent Office: 529 Days
• Field of Search: None
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 37/02 Immunomodulators
• CPC Class Codes: C07C 247/04 being saturated
• CPC Class Codes: C07C 271/20 to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
• CPC Class Codes: C07C 275/14 being further substituted by nitrogen atoms not being part of nitro or nitroso groups
• CPC Class Codes: C07D 213/55 Acids; Esters
• CPC Class Codes: C07K 14/00 Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
• CPC Class Codes: C07K 14/535 Granulocyte CSF; Granulocyte-macrophage CSF
• CPC Class Codes: C07K 16/00 Immunoglobulins [IGs], e.g. monoclonal or polyclonal antibodies antibodies with enzymatic activity, e.g. abzymes C12N9/0002

Abstract

Provided herein are modified amino acids comprising an azido group, polypeptides, antibodies and conjugates comprising the modified amino acids, and methods of producing the polypeptides, antibodies and conjugates comprising the modified amino acids. The polypeptides, antibodies and conjugates are useful in methods of treatment and prevention, methods of detection and methods of diagnosis.

Claims

1. A compound according to formula I:

2. The compound of claim 1, wherein D is —

Ar—

W₃—

.

3. The compound of claim 1, wherein D is —

W₁—

Y₁—

C(O)—

Y₂—

W₂—

.

4. The compound of claim 1, wherein:

D is —

Ar—

W₃—

; and

Ar is

5. The compound of claim 1, wherein:

D is —

Ar—

W₃—

; and

Ar is

6. The compound of claim 1, wherein:

D is —

Ar—

W₃—

;

W₃ is —

CH₂—

; and

Ar is

7. The compound of claim 1 wherein:

D is —

W₁—

Y₁—

C(O)—

Y₂—

W₂—

; and

Y₁ is —

NH—

or —

O—

.

8. The compound of claim 1, wherein:

D is —

W₁—

Y₁—

C(O)—

Y₂—

W₂—

;

and

W₂ is a single bond.

9. The compound of claim 1 according to formula Ia:

10. The compound of claim 1, wherein each of W₂ and W₃ is independently C₁-C₃ alkylene.

11. The compound of claim 1 according to any of formulas (1)-(5), (7)-(17), (24)-(29), and 40:

12. A compound according to formula II:

13. The compound of claim 12 according to formula 30: